Heterocyclic compound, organic light-emitting device including heterocyclic compound, and electronic apparatus including organic light-emitting device

ABSTRACT

Provided are a heterocyclic compound represented by Formula 1-1 or 1-2, an organic light-emitting device including the heterocyclic compound, and an electronic apparatus including the organic light-emitting device:Formulae 1-1 and 1-2 may each be understood by referring to the descriptions of Formulae 1-1 and 1-2 provided herein.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority under 35 U.S.C. § 119 to Korean Patent Application No. 10-2021-0023357, filed on Feb. 22, 2021, in the Korean Intellectual Property Office, the content of which is incorporated by reference herein in its entirety.

BACKGROUND 1. Field

The present disclosure relates to a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, and an electronic apparatus including the organic light-emitting device.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emissive devices that, as compared with conventional devices, have wide viewing angles, high contrast ratios, short response times, and excellent brightness, driving voltage, and response speed characteristics, and produce full-color images.

OLEDs include an anode, a cathode, and an organic layer between the anode and the cathode and including an emission layer. A hole transport region may be between the anode and the emission layer, and an electron transport region may be between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. The holes and the electrons recombine in the emission layer to produce excitons. The excitons may transition from an excited state to a ground state, thus generating light.

SUMMARY

One or more embodiments relate to a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, and an electronic apparatus including the organic light-emitting device.

Additional aspects will be set forth in part in the description which follows and, in part, will be apparent from the description, or may be learned by practice of the presented embodiments of the disclosure.

According to an aspect, a heterocyclic compound may be represented by one of Formulae 11, 12, and 14 to 17:

wherein, in Formulae 11, 12, and 14 to 17,

A₁₁ and A₁₃ are each independently a group represented by Formula 2-1,

A₁₂ is a group represented by Formula 2-2,

A₁₄ is a group represented by Formula 2-3,

wherein, in Formulae 2-1 to 2-3,

X₁₁ to X₁₆, Y₁₁ to Y₁₆, and Z₁₁ to Z₁₆ are each independently a carbon atom, any suitable two adjacent groups X₁₃ to X₁₆ may be *1 and *2 in Formulae 11 and 12 or *5 and *6 in Formulae 14 to 17, and any suitable two adjacent groups Y₁₃ to Y₁₆ may be *3 and *4 in Formulae 11 and 12, and any suitable two adjacent groups Z₁₄ to Z₁₆ may be *7 and *8 in Formulae 14 to 17,

in Formula 11, ii) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₄, and *4 is Y₁₅; or v) *1 is X₁₄, *2 is X₁₅, *3 is Y₁₄, and *4 is Y₁₅, in Formula 12, i) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₃, and *4 is Y₁₄; ii) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₄, and *4 is Y₁₅; or iv) *1 is X₁₄, *2 is X₁₅, *3 is Y₁₄, and *4 is Y₁₅, in Formula 14, i) *5 is X₁₃, *6 is X₁₄, *7 is Z₁₄, and *8 is Z₁₅; iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅; or iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆, in Formula 15, iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅; in Formula 16, iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅; or iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆, in Formula 17, iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆,

R₁₁ to R₁₉ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₇-C₆₀ alkyl aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₂-C₆₀ alkyl heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), —N(Q₁)(Q₂), —P(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), or —P(═S)(Q₁)(Q₂),

b11, b14, and b19 are each independently 0, 1, 2, or 3,

b12, b15, and b18 are each independently 0, 1, 2, 3, or 4,

b13 and b16 are each independently 0, 1, or 2, and

b17 is 0 or 1,

wherein Q₁ to Q₃ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a C₂-C₆₀ alkyl heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C₁-C₆₀ alkyl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, and a C₆-C₆₀ aryl group, and a C₆-C₆₀ aryl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, or a C₆-C₆₀ aryl group.

According to one or more embodiments, an organic light-emitting device may include a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode and including an emission layer, and the organic light-emitting device may include the heterocyclic compound.

According to an aspect of another embodiment, an electronic apparatus may include the organic light-emitting device.

BRIEF DESCRIPTION OF THE DRAWINGS

The above and other aspects, features, and advantages of certain embodiments of the disclosure will be more apparent from the following description taken in conjunction with the accompanying drawings, in which:

FIG. 1 illustrates a schematic view of an organic light-emitting device 1 according to an exemplary embodiment;

FIGS. 2A-2E illustrate the general energy transfer of the First Embodiment (FIG. 2A), the Second Embodiment (FIG. 2B), the Third Embodiment (FIG. 2C), the Fourth Embodiment (FIG. 2D), and the Fifth Embodiment (FIG. 2E) ; and

FIG. 3 illustrates a schematic view of an organic light-emitting device 100 according to an exemplary embodiment.

FIG. 4 is a schematic view of an organic light-emitting device 200 according to an exemplary embodiment.

DETAILED DESCRIPTION

Reference will now be made in detail to embodiments, examples of which are illustrated in the accompanying drawings, wherein like reference numerals refer to like elements throughout. In this regard, the present embodiments may have different forms and should not be construed as being limited to the descriptions set forth herein. Accordingly, the embodiments are merely described below, by referring to the figures, to explain aspects. As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items. Expressions such as “at least one of,” when preceding a list of elements, modify the entire list of elements and do not modify the individual elements of the list.

It will be understood that when an element is referred to as being “on” another element, it can be directly on the other element or intervening elements may be present therebetween In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements present

It will be understood that, although the terms “first,” “second,” “third” etc. may be used herein to describe various elements, components, regions, layers and/or sections, these elements, components, regions, layers and/or sections should not be limited by these terms These terms are only used to distinguish one element, component, region, layer or section from another element, component, region, layer or section Thus, “a first element,” “component,” “region,” “layer” or “section” discussed below could be termed a second element, component, region, layer or section without departing from the teachings herein.

The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting. As used herein, “a,” “an,” “the,” and “at least one” do not denote a limitation of quantity, and are intended to cover both the singular and plural, unless the context clearly indicates otherwise. For example, “an element” has the same meaning as “at least one element,” unless the context clearly indicates otherwise.

“Or” means “and/or.” As used herein, the term “and/or” includes any and all combinations of one or more of the associated listed items It will be further understood that the terms “comprises” and/or “comprising,” or “includes” and/or “including” when used in this specification, specify the presence of stated features, regions, integers, steps, operations, elements, and/or components, but do not preclude the presence or addition of one or more other features, regions, integers, steps, operations, elements, components, and/or groups thereof.

Furthermore, relative terms, such as “lower” or “bottom” and “upper” or “top,” may be used herein to describe one element's relationship to another element as illustrated in the Figures It will be understood that relative terms are intended to encompass different orientations of the device in addition to the orientation depicted in the Figures For example, if the device in one of the figures is turned over, elements described as being on the “lower” side of other elements would then be oriented on “upper” sides of the other elements The exemplary term “lower,” can therefore, encompasses both an orientation of “lower” and “upper,” depending on the particular orientation of the figure Similarly, if the device in one of the figures is turned over, elements described as “below” or “beneath” other elements would then be oriented “above” the other elements The exemplary terms “below” or “beneath” can, therefore, encompass both an orientation of above and below.

“About” or “approximately” as used herein is inclusive of the stated value and means within an acceptable range of deviation for the particular value as determined by one of ordinary skill in the art, considering the measurement in question and the error associated with measurement of the particular quantity (i.e., the limitations of the measurement system). For example, “about” can mean within one or more standard deviations, or within ±30%, 20%, 10% or 5% of the stated value.

Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure belongs It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having a meaning that is consistent with their meaning in the context of the relevant art and the present disclosure, and will not be interpreted in an idealized or overly formal sense unless expressly so defined herein.

Exemplary embodiments are described herein with reference to cross section illustrations that are schematic illustrations of idealized embodiments As such, variations from the shapes of the illustrations as a result, for example, of manufacturing techniques and/or tolerances, are to be expected Thus, embodiments described herein should not be construed as limited to the particular shapes of regions as illustrated herein but are to include deviations in shapes that result, for example, from manufacturing. For example, a region illustrated or described as flat may, typically, have rough and/or nonlinear features Moreover, sharp angles that are illustrated may be rounded Thus, the regions illustrated in the figures are schematic in nature and their shapes are not intended to illustrate the precise shape of a region and are not intended to limit the scope of the present claims.

The heterocyclic compound may be represented by Formula 1-1 or 1-2:

wherein, in Formulae 1-1 and 1-2, A₁₁ and A₁₃ may each independently be a group represented by Formula 2-1, A₁₂ may be a group represented by Formula 2-2, and A₁₄ may be a group represented by Formula 2-3:

wherein, in Formula 2-1 to 2-3, X₁₁ to X₁₆, Y₁₁ to Y₁₆, and Z₁₁ to Z₁₆ may each independently be a carbon atom, any suitable two adjacent groups X₁₃ to X₁₆ may be *1 and *2 in Formula 1-1 or *5 and *6 in Formula 1-2, and any suitable two adjacent groups Y₁₃ to Y₁₆ may be *3 and *4 in Formula 1-1, and any suitable two adjacent groups Z₁₄ to Z₁₆ may be *7 and *8 in Formula 1-2.

In Formula 1-1, B₁₁ may be a group represented by Formula 2-4:

wherein, in Formula 2-4, W₁₁ and W₁₂ may each independently be a carbon atom, and W₁₁ and W₁₂ may respectively be *1 and *2 in Formula 1-1.

In Formula 1-2, B₁₂ may be a group represented by Formula 2-5:

In Formula 2-5, W₁₃ and W₁₄ may each independently be a carbon atom, and W₁₃ and W₁₄ may respectively be *5 and *6 in Formula 1-2.

In Formulae 1-1 and 1-2, C₁₁ and C₁₂ may each independently be a group represented by Formula 2-6:

wherein, in Formula 2-6, W₁₅ and W₁₆ may each independently be a carbon atom, and W₁₅ and W₁₆ may respectively be *3 and *4 in Formula 1-1 or *7 and *8 in Formula 1-2.

In Formulae 1-1 and 1-2, R₁₁ to R₁₉ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₇-C₆₀ alkyl aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₂-C₆₀ alkyl heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), —N(Q₁)(Q₂), —P(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), or —P(═S)(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a C₂-C₆₀ alkyl heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C₁-C₆₀ alkyl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof, or a C₆-C₆₀ aryl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof.

In some embodiments, in Formulae 1-1 and 1-2, R₁₁ to R₁₉ may each independently be: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF₅, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group;

a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group, each substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a bnezoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, or an azadibenzothiophenyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a deuterated C₂-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, —Si(Q₂₁)(Q₂₂)(Q₂₃), —Ge(Q₂₁)(Q₂₂)(Q₂₃), —C(Q₂₁)(Q₂₂)(Q₂₃), —B(Q₂₁)(Q₂₂), —N(Q₂₁)(Q₂₂) or any combination thereof, or

—Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ and Q₂₁ to Q₂₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, in Formulae 1-1 and 1-2, R₁₁ to R₁₉ may each independently be hydrogen, deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, C₂-C₁₀ alkenyl group, a C₁-C₁₀ alkoxy group, a C₁-C₁₀alkylthio group, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 9-201 to 9-236, a group represented by one of Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-201 to 10-358, a group represented by one of Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-359 to 10-380, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In Formulae 9-1 to 9-39, 9-201 to 9-236, 10-1 to 10-130, and 10-201 to 10-380, * indicates a binding site to an adjacent atom, “Ph” represents a phenyl group, “TMS” and “SiMe₃” each represent a trimethylsilyl group, and “TMG” and “GeMe₃” each represent a trimethylgermyl group.

The “group represented by Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium” and the “group represented by Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with deuterium” may each be, for example, a group represented by one of Formulae 9-501 to 9-514 and 9-601 to 9-636:

The “group represented by Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F” and the “group represented by Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with —F” may each be, for example, a group represented by one of Formulae 9-701 to 710:

The “group represented by Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with a deuterium” and the “group represented by Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with deuterium” may each be, for example, a group represented by one of Formulae 10-501 to 576:

The “group represented by Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F” and the “group represented by Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with —F” may each be, for example, a group represented by one of Formulae 10-601 to 10-617:

In some embodiments, in Formulae 1-1 and 1-2, R₁₁ to R₁₉ may each independently be hydrogen, deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-359 to 10-380, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In Formulae 1-1 and 1-2, b11 to b19 may respectively indicate the number of substitution(s) of R₁₁ to R₁₉, and b11, b14, and b19 may each independently be 0, 1, 2, or 3, b12, b15, and b18 may each independently be 0, 1, 2, 3, or 4, and b13 and b16 may each independently be 0, 1, or 2, and b17 may be 0 or 1. In Formulae 1-1 and 1-2, when b11 to b19 are each at least two, at least two R₁₁(s) to R₁₉(s) may be identical to or different from each other.

In the heterocyclic compound, in Formula 1-1, a case where X₁₄ may be *1, X₁₅ may be *2, W₁₂ may be *1, W₁₁ may be *2, Y₁₅ may be *3, Y₁₄ may be *4, W₁₆ may be *3, and W₁₅ may be *4 may be excluded.

In some embodiments, a heterocyclic compound may not be represented by Formula X:

wherein, in Formula X, R₁₁ to R₁₄, R₁₆, R₁₈, R₁₉, b11 to b14, b16, b18, and b19 may respectively be understood by referring to the descriptions of R₁₁ to R₁₄, R₁₆, R₁₈, R₁₉, b11 to b14, b16, b18, and b19 provided herein.

In some embodiments, in Formula 1-1, W₁₁ may be *1, W₁₂ may be *2, W₁₅ may be *3, and W₁₆ may be *4;

in Formula 1-1, W₁₁ may be *1, W₁₂ may be *2, W₁₅ may be *4, and W₁₆ may be *3;

in Formula 1-1, W₁₁ may be *2, W₁₁ may be *1, W₁₅ may be *3, and W₁₆ may be *4;

in Formula 1-2, W₁₃ may be *6, W₁₄ may be *5, W₁₅ may be *8, and W₁₆ may be *7;

in Formula 1-2, W₁₃ may be *6, W₁₄ may be *5, W₁₅ may be *7, and W₁₆ may be *8;

in Formula 1-2, W₁₃ may be *5, W₁₄ may be *6, W₁₅ may be *8, and W₁₆ may be *7; or

in Formula 1-2, W₁₃ may be *6, W₁₄ may be *6, W₁₅ may be *7, and W₁₆ may be *8.

In some embodiments, the heterocyclic compound may be represented by one of Formulae 11 to 17:

wherein, in Formulae 11 to 17, A₁₁ to A₁₄, R₁₁ to R₁₉, b11 to b19, X₁₁, X₁₂, Y₁₁, Y₁₂, and Z₁₁ to Z₁₃ may respectively be understood by referring to the descriptions of A₁₁ to A₁₄, R₁₁ to R₁₉, b11 to b19, X₁₁, X₁₂, Y₁₁, Y₁₂, and Z₁₁ to Z₁₃ provided herein.

In Formulae 11, 12, and 14 to 17,

A₁₁ and A₁₃ are each independently a group represented by Formula 2-1,

A₁₂ is a group represented by Formula 2-2,

A₁₄ is a group represented by Formula 2-3,

wherein, in Formulae 2-1 to 2-3,

X₁₁ to X₁₆, Y₁₁ to Y₁₆, and Z₁₁ to Z₁₆ are each independently a carbon atom, any suitable two adjacent groups of X₁₃ to X₁₆ are respectively *1 and *2 in Formulae 11 and 12 or *5 and *6 in Formulae 14 to 17, any suitable two adjacent groups of Y₁₃ to Y₁₆ are respectively *3 and *4 in Formulae 11 and 12, and any suitable two adjacent groups of Z₁₄ to Z₁₆ are respectively *7 and *8 in Formulae 14 to 17.

In some embodiments, in Formula 11, i) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₃, and *4 may be Y₁₄; ii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₄, and *4 may be Y₁₅; iii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₅, and *4 may be Y₁₆; iv) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₃, and *4 may be Y₁₄; v) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₄, and *4 may be Y₁₅; vi) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₅, and *4 may be Y₁₆; vii) *1 may be X₁₅, *2 may be X₁₆, *3 may be Y₁₃, and *4 may be Y₁₄; viii) *1 may be X₁₅, *2 may be X₁₆, *3 may be Y₁₄, and *4 may be Y₁₅; or ix) *1 may be X₁₅, *2 may be X₁₆, *3 may be Y₁₅, and *4 may be Y₁₆.

In some embodiments, in Formula 12, i) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₃, and *4 may be Y₁₄; ii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₄, and *4 may be Y₁₅; iii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₅, and *4 may be Y₁₆; iv) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₄, and *4 may be Y₁₅; v) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₅, and *4 may be Y₁₆; or vi) *1 may be X₁₅, *2 may be X₁₆, *3 may be Y₁₅, and *4 may be Y₁₆.

In some embodiments, in Formula 13, i) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₃, and *4 may be Y₁₄; ii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₄, and *4 may be Y₁₅; iii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₅, and *4 may be Y₁₆; iv) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₄, and *4 may be Y₁₅; v) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₅, and *4 may be Y₁₆; or vi) *1 may be X₁₅, *2 may be X₁₆, *3 may be Y₁₅, and *4 may be Y₁₆.

In some embodiments, in Formula 14, i) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₄, and *8 may be Z₁₅; ii) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₅, and *8 may be Z₁₆; iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆; v) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₄, and *8 may be Z₁₅; or vi) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₅, and *8 may be Z₁₆.

In some embodiments, in Formula 15, i) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₄, and *8 may be Z₁₅; ii) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₅, and *8 may be Z₁₆; iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆; v) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₄, and *8 may be Z₁₅; or vi) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₅, and *8 may be Z₁₆.

In some embodiments, in Formula 16, i) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₄, and *8 may be Z₁₅; ii) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₅, and *8 may be Z₁₆; iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆; v) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₄, and *8 may be Z₁₅; or vi) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₅, and *8 may be Z₁₆.

In some embodiments, in Formula 17, i) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₄, and *8 may be Z₁₅; ii) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₅, and *8 may be Z₁₆; iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆; v) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₄, and *8 may be Z₁₅; or vi) *5 may be X₁₅, *6 may be X₁₆, *7 may be Z₁₅, and *8 may be Z₁₆.

In some embodiments, the heterocyclic compound may be represented by one of Formulae 11-1 to 11-9, 12-1 to 12-6, 13-1 to 13-5, 14-1 to 14-6, 15-1 to 15-6, 16-1 to 16-6, and 17-1 to 17-6:

wherein, in Formulae 11-1 to 11-9, 12-1 to 12-6, 13-1 to 13-5, 14-1 to 14-6, 15-1 to 15-6, 16-1 to 16-6, and 17-1 to 17-6,

R_(11a) to R_(11c) may each be understood by referring to the description of R₁₁ provided herein,

R_(12a) to R_(12d) may each be understood by referring to the description of R₁₂ provided herein,

R_(13a) and R_(13b) may each be understood by referring to the description of R₁₃ provided herein,

R_(14a) to R_(14c) may each be understood by referring to the description of R₁₄ provided herein,

R_(15a) to R_(15d) may each be understood by referring to the description of R₁₅ provided herein,

R_(16a) and R_(16b) may each be understood by referring to the description of R₁₆ provided herein,

R_(17a) may be understood by referring to the description of R₁₇ provided herein,

R_(18a) to R_(18d) may each be understood by referring to the description of R₁₈ provided herein, and

R_(19a) to R_(19c) may each be understood by referring to the description of R₁₉ provided herein.

In some embodiments, at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-1, 11-2, and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18b), and R_(19b) in Formulae 11-3 and 11-6, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18b), and R_(19b) in Formula 11-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18b) and R_(19b) in Formulae 11-7, 11-8, and 11-9, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18c), and R_(19b) in Formula 12-3, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formula 12-5, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formulae 12-6, 13-1, and 13-3, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18c), and R_(19b) in Formula 13-2, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-4, at least one of R_(11b), R_(12c), R_(13b), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-5, at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-2, 14-3, 14-4, 15-3, 15-4, 16-1, 16-2, 16-3, 16-4, 17-3, and 17-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 14-5, 14-6, 16-5, and 16-6, at least one of R_(11b), R_(12c), R_(13a), R_(15c), R_(18b), and R_(19b) in Formulae 15-1, 15-2, 17-1, and 17-2, and at least one of R_(11b), R_(12c), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 15-5, 15-6, 17-5, and 17-6 may be —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-1, 11-2, and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18b), and R_(19b) in Formulae 11-3 and 11-6, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18b), and R_(19b) in Formula 11-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18b) and R_(19b) in Formulae 11-7, 11-8, and 11-9, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18c), and R_(19b) in Formula 12-3, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formula 12-5, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formulae 12-6, 13-1, and 13-3, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18c), and R_(19b) in Formula 13-2, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-4, at least one of R_(11b), R_(12c), R_(13b), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-5, at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-2, 14-3, 14-4, 15-3, 15-4, 16-1, 16-2, 16-3, 16-4, 17-3, and 17-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 14-5, 14-6, 16-5, and 16-6, at least one of R_(11b), R_(12c), R_(13a), R_(15c), R_(18b), and R_(19b) in Formulae 15-1, 15-2, 17-1, and 17-2, and at least one of R_(11b), R_(12c), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 15-5, 15-6, 17-5, and 17-6 may be —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof, and

the remaining substituents may each be hydrogen.

In some embodiments, at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-1, 11-2, and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18b), and R_(19b) in Formulae 11-3 and 11-6, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18b), and R_(19b) in Formula 11-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18b), and R_(19b) in Formulae 11-7, 11-8, and 11-9, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, at least one of R_(11b), R_(12c), R_(14b), R_(16b), R_(18c), and R_(19b) in Formula 12-3, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formula 12-5, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(16a), R_(16b), R_(18c), and R_(19b) in Formulae 12-6, 13-1, and 13-3, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(14b), R_(18c), and R_(19b) in Formula 13-2, at least one of R_(11b), R_(12c), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-4, at least one of R_(11b), R_(12c), R_(13b), R_(14b), R_(16a), R_(18c), and R_(19b) in Formula 13-5, at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-2, 14-3, 14-4, 15-3, 15-4, 16-1, 16-2, 16-3, 16-4, 17-3, and 17-4, at least one of R_(11b), R_(12c), R_(13a), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 14-5, 14-6, 16-5, and 16-6, at least one of R_(11b), R_(12c), R_(13a), R_(15c), R_(18b), and R_(19b) in Formulae 15-1, 15-2, 17-1, and 17-2, and at least one of R_(11b), R_(12c), R_(13b), R_(15c), R_(18b), and R_(19b) in Formulae 15-5, 15-6, 17-5, and 17-6 may each be Formulae A-1 to A-29, and

the remaining substituents may each be hydrogen:

wherein, in Formulae A-1 to A-29,

R may be hydrogen, CN, a methyl group, a t-butyl group, or a phenyl group,

x may be an integer from 1 to 5, and

* indicates a binding site to an adjacent atom.

In some embodiments, the heterocyclic compound may be of Groups HC1 to HC10:

Group HC1

The heterocyclic compound may be represented by Formula 11-2, and substituents may be defined as shown in Table 1.

TABLE 1 Compound No. R_(11b) R_(12c) R_(14b) R_(18b) R_(19b) 112001 t-Bu t-Bu t-Bu t-Bu t-Bu 112002 Ph Ph t-Bu Ph Ph 112003 t-Bu t-Bu H H H 112004 H H t-Bu H H 112005 H H H t-Bu t-Bu 112006 t-Bu t-Bu t-Bu H H 112007 H H t-Bu t-Bu t-Bu 112008 t-Bu t-Bu H t-Bu t-Bu 112009 Ph Ph H H H 112010 H H Ph H H 112011 H H H Ph Ph 112012 Ph Ph Ph H H 112013 H H Ph Ph Ph 112014 Ph Ph H Ph Ph 112015 CN CN H H H 112016 H H CN H H 112017 H H H CN CN 112018 CN CN CN H H 112019 H H CN CN CN 112020 CN CN H CN CN 112021 9-Cbz 9-Cbz H H H 112022 H H 9- H H Cbz 112023 H H H 9- 9- Cbz Cbz 112024 9-Cbz 9-Cbz 9- H H Cbz 112025 H H 9- 9- 9- Cbz Cbz Cbz 112026 9-Cbz 9-Cbz H 9- 9- Cbz Cbz 112027 Me Me H H H 112028 H H Me H H 112029 H H H Me Me 112030 Me Me Me H H 112031 H H Me Me Me 112032 Me Me H Me Me 112033 CD₃ CD3 H H H 112034 H H CD3 H H 112035 H H H CD3 CD3 112036 CD3 CD3 CD3 H H 112037 H H CD3 CD3 CD3 112038 CD3 CD3 H CD3 CD3 112039 4-t- 4-t- H H H BuPh BuPh 112040 H H 4-t- H H BuPh 112041 H H H 4-t- 4-t- BuPh BuPh 112042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 112043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 112044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 112045 1,3- 1,3-di-t- H H H di-t- BuPh BuPh 112046 H H 1,3- H H di-t- BuPh 112047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 112048 1,3- 1,3-di-t- 1,3- H H di-t- BuPh di-t- BuPh BuPh 112049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 112050 1,3- 1,3-di-t- H 1,3- 1,3- di-t- BuPh di-t- di-t- BuPh BuPh BuPh 112051 t-Bu t-Bu Ph H H 112052 t-Bu t-Bu CN H H 112053 t-Bu t-Bu DPA H H 112054 t-Bu t-Bu 2- H H DBF 112055 t-Bu t-Bu 2- H H DBT 112056 t-Bu t-Bu 4-t- H H BuPh 112057 t-Bu t-Bu 1,3- H H di-t- BuPh 112058 t-Bu t-Bu 9- H H Cbz 112059 t-Bu t-Bu Ph t-Bu t-Bu 112060 t-Bu t-Bu CN t-Bu t-Bu 112061 t-Bu t-Bu DPA t-Bu t-Bu 112062 t-Bu t-Bu 2- t-Bu t-Bu DBF 112063 t-Bu t-Bu 2- t-Bu t-Bu DBT 112064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 112065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 112066 t-Bu t-Bu 9- t-Bu t-Bu Cbz 112067 t-Bu t-Bu t-Bu Ph Ph 112068 t-Bu t-Bu Ph Ph Ph 112069 t-Bu t-Bu CN Ph Ph 112070 t-Bu t-Bu DPA Ph Ph 112071 t-Bu t-Bu 2- Ph Ph DBF 112072 t-Bu t-Bu 2- Ph Ph DBT 112073 t-Bu t-Bu 4-t- Ph Ph BuPh 112074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 112075 t-Bu t-Bu 9- Ph Ph Cbz 112076 t-Bu t-Bu t-Bu CN CN 112077 t-Bu t-Bu Ph CN CN 112078 t-Bu t-Bu CN CN CN 112079 t-Bu t-Bu DPA CN CN 112080 t-Bu t-Bu 2- CN CN DBF 112081 t-Bu t-Bu 2- CN CN DBT 112082 t-Bu t-Bu 4-t- CN CN BuPh 112083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 112084 t-Bu t-Bu 9- CN CN Cbz 112085 t-Bu t-Bu t-Bu 9- 9- Cbz Cbz 112086 t-Bu t-Bu Ph 9- 9- Cbz Cbz 112087 t-Bu t-Bu CN 9- 9- Cbz Cbz 112088 t-Bu t-Bu DPA 9- 9- Cbz Cbz 112089 t-Bu t-Bu 2- 9- 9- DBF Cbz Cbz 112090 t-Bu t-Bu 2- 9- 9- DBT Cbz Cbz 112091 t-Bu t-Bu 4-t- 9- 9- BuPh Cbz Cbz 112092 t-Bu t-Bu 1,3- 9- 9- di-t- Cbz Cbz BuPh 112093 t-Bu t-Bu 9- 9- 9- Cbz Cbz Cbz 112094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 112095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 112096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 112097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 112098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 112099 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 112100 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 112101 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 112102 t-Bu t-Bu 9- 4-t- 4-t- Cbz BuPh BuPh 112103 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 112104 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 112105 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 112106 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 112107 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 112108 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 112109 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 112110 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 112111 t-Bu t-Bu 9- 1,3- 1,3- Cbz di-t- di-t- BuPh BuPh 112112 Ph Ph t-Bu H H 112113 Ph Ph CN H H 112114 Ph Ph DPA H H 112115 Ph Ph 2- H H DBF 112116 Ph Ph 2- H H DBT 112117 Ph Ph 4-t- H H BuPh 112118 Ph Ph 1,3- H H di-t- BuPh 112119 Ph Ph 9- H H Cbz 112120 Ph Ph t-Bu t-Bu t-Bu 112121 Ph Ph Ph t-Bu t-Bu 112122 Ph Ph CN t-Bu t-Bu 112123 Ph Ph DPA t-Bu t-Bu 112124 Ph Ph 2- t-Bu t-Bu DBF 112125 Ph Ph 2- t-Bu t-Bu DBT 112126 Ph Ph 4-t- t-Bu t-Bu BuPh 112127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 112128 Ph Ph 9- t-Bu t-Bu Cbz 112129 Ph Ph Ph Ph Ph 112130 Ph Ph CN Ph Ph 112131 Ph Ph DPA Ph Ph 112132 Ph Ph 2- Ph Ph DBF 112133 Ph Ph 2- Ph Ph DBT 112134 Ph Ph 4-t- Ph Ph BuPh 112135 Ph Ph 1,3- Ph Ph di-t- BuPh 112136 Ph Ph 9- Ph Ph Cbz 112137 Ph Ph t-Bu CN CN 112138 Ph Ph Ph CN CN 112139 Ph Ph CN CN CN 112140 Ph Ph DPA CN CN 112141 Ph Ph 2- CN CN DBF 112142 Ph Ph 2- CN CN DBT 112143 Ph Ph 4-t- CN CN BuPh 112144 Ph Ph 1,3- CN CN di-t- BuPh 112145 Ph Ph 9- CN CN Cbz 112146 Ph Ph t-Bu 9- 9- Cbz Cbz 112147 Ph Ph Ph 9- 9- Cbz Cbz 112148 Ph Ph CN 9- 9- Cbz Cbz 112149 Ph Ph DPA 9- 9- Cbz Cbz 112150 Ph Ph 2- 9- 9- DBF Cbz Cbz 112151 Ph Ph 2- 9- 9- DBT Cbz Cbz 112152 Ph Ph 4-t- 9- 9- BuPh Cbz Cbz 112153 Ph Ph 1,3- 9- 9- di-t- Cbz Cbz BuPh 112154 Ph Ph 9- 9- 9- Cbz Cbz Cbz 112155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 112156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 112157 Ph Ph CN 4-t- 4-t- BuPh BuPh 112158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 112159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 112160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 112161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 112162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 112163 Ph Ph 9- 4-t- 4-t- Cbz BuPh BuPh 112164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 112165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 112166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 112167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 112168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 112169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 112170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 112171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 112172 Ph Ph 9- 1,3- 1,3- Cbz di-t- di-t- BuPh BuPh 112173 9-Cbz 9-Cbz t-Bu H H 112174 9-Cbz 9-Cbz Ph H H 112175 9-Cbz 9-Cbz CN H H 112176 9-Cbz 9-Cbz DPA H H 112177 9-Cbz 9-Cbz 2- H H DBF 112178 9-Cbz 9-Cbz 2- H H DBT 112179 9-Cbz 9-Cbz 4-t- H H BuPh 112180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 112181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 112182 9-Cbz 9-Cbz Ph t-Bu t-Bu 112183 9-Cbz 9-Cbz CN t-Bu t-Bu 112184 9-Cbz 9-Cbz DPA t-Bu t-Bu 112185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 112186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 112187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 112188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 112189 9-Cbz 9-Cbz 9- t-Bu t-Bu Cbz 112190 9-Cbz 9-Cbz t-Bu Ph Ph 112191 9-Cbz 9-Cbz Ph Ph Ph 112192 9-Cbz 9-Cbz CN Ph Ph 112193 9-Cbz 9-Cbz DPA Ph Ph 112194 9-Cbz 9-Cbz 2- Ph Ph DBF 112195 9-Cbz 9-Cbz 2- Ph Ph DBT 112196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 112197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 112198 9-Cbz 9-Cbz 9- Ph Ph Cbz 112199 9-Cbz 9-Cbz t-Bu CN CN 112200 9-Cbz 9-Cbz Ph CN CN 112201 9-Cbz 9-Cbz CN CN CN 112202 9-Cbz 9-Cbz DPA CN CN 112203 9-Cbz 9-Cbz 2- CN CN DBF 112204 9-Cbz 9-Cbz 2- CN CN DBT 112205 9-Cbz 9-Cbz 4-t- CN CN BuPh 112206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 112207 9-Cbz 9-Cbz 9- CN CN Cbz 112208 9-Cbz 9-Cbz t-Bu 9- 9- Cbz Cbz 112209 9-Cbz 9-Cbz Ph 9- 9- Cbz Cbz 112210 9-Cbz 9-Cbz CN 9- 9- Cbz Cbz 112211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 112212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBF 112213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBT 112214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 112215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 112216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 112217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 112218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 112219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 112220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 112221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 112222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 112223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 112224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 112225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 112226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 112227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 112228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 112229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 112230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 112231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 112232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 112233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 112234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 112235 CN CN t-Bu H H 112236 CN CN Ph H H 112237 CN CN DPA H H 112238 CN CN 2- H H DBF 112239 CN CN 2- H H DBT 112240 CN CN 4-t- H H BuPh 112241 CN CN 1,3- H H di-t- BuPh 112242 CN CN 9-Cbz H H 112243 CN CN t-Bu t-Bu t-Bu 112244 CN CN Ph t-Bu t-Bu 112245 CN CN CN t-Bu t-Bu 112246 CN CN DPA t-Bu t-Bu 112247 CN CN 2- t-Bu t-Bu DBF 112248 CN CN 2- t-Bu t-Bu DBT 112249 CN CN 4-t- t-Bu t-Bu BuPh 112250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 112251 CN CN 9-Cbz t-Bu t-Bu 112252 CN CN t-Bu Ph Ph 112253 CN CN Ph Ph Ph 112254 CN CN CN Ph Ph 112255 CN CN DPA Ph Ph 112256 CN CN 2- Ph Ph DBF 112257 CN CN 2- Ph Ph DBT 112258 CN CN 4-t- Ph Ph BuPh 112259 CN CN 1,3- Ph Ph di-t- BuPh 112260 CN CN 9-Cbz Ph Ph 112261 CN CN t-Bu CN CN 112262 CN CN Ph CN CN 112263 CN CN CN CN CN 112264 CN CN DPA CN CN 112265 CN CN 2- CN CN DBF 112266 CN CN 2- CN CN DBT 112267 CN CN 4-t- CN CN BuPh 112268 CN CN 1,3- CN CN di-t- BuPh 112269 CN CN 9-Cbz CN CN 112270 CN CN t-Bu 9-Cbz 9-Cbz 112271 CN CN Ph 9-Cbz 9-Cbz 112272 CN CN CN 9-Cbz 9-Cbz 112273 CN CN DPA 9-Cbz 9-Cbz 112274 CN CN 2- 9-Cbz 9-Cbz DBF 112275 CN CN 2- 9-Cbz 9-Cbz DBT 112276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 112277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 112278 CN CN 9-Cbz 9-Cbz 9-Cbz 112279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 112280 CN CN Ph 4-t- 4-t- BuPh BuPh 112281 CN CN CN 4-t- 4-t- BuPh BuPh 112282 CN CN DPA 4-t- 4-t- BuPh BuPh 112283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 112284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 112285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 112286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 112287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 112288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 112289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 112290 CN CN CN 1,3- 1.3- di-t- di-t- BuPh BuPh 112291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 112292 CN CN 2- 1.3- 1.3- DBF di-t- di-t- BuPh BuPh 112293 CN CN 2- 1,3- 1.3- DBT di-t- di-t- BuPh BuPh 112294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 112295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 112296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 112297 4-t- 4-t- t-Bu H H BuPh BuPh 112298 4-t- 4-t- Ph H H BuPh BuPh 112299 4-t- 4-t- CN H H BuPh BuPh 112300 4-t- 4-t- DPA H H BuPh BuPh 112301 4-t- 4-t- 2- H H BuPh BuPh DBF 112302 4-t- 4-t- 2- H H BuPh BuPh DBT 112303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 112304 4-t- 4-t- 9-Cbz H H BuPh BuPh 112305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 112306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 112307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 112308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 112309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 112310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 112311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 112312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 112313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 112314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 112315 4-t- 4-t- Ph Ph Ph BuPh BuPh 112316 4-t- 4-t- CN Ph Ph BuPh BuPh 112317 4-t- 4-t- DPA Ph Ph BuPh BuPh 112318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 112319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 112320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 112321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 112322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 112323 4-t- 4-t- t-Bu CN CN BuPh BuPh 112324 4-t- 4-t- Ph CN CN BuPh BuPh 112325 4-t- 4-t- CN CN CN BuPh BuPh 112326 4-t- 4-t- DPA CN CN BuPh BuPh 112327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 112328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 112329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 112330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 112331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 112332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 112333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 112334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 112335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 112336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 112337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 112338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 112339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 112340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 112341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 112342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 112343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 112344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 112345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 112346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 112347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 112348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 112349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 112350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 112351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 112352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 112353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 112354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 112355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 112356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 112357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 112358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 112359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 112360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 112361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 112362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 112363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 112364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 112365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 112366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 112367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 112368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 112369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 112370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 112371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 112372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 112373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 112374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 112375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 112376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 112377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 112378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 112379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 112380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 112381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 112382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 112383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 112384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 112385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 112386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 112387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 112388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 112389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 112390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 112391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 112392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 112393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 112394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 112395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 112396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 112397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 112398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 112399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 112400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 112401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 112402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 112403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 112404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 112405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 112406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 112407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 112408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 112409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 112410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 112411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 112412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 112413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 112414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 112415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 112416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 112417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 112418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 112419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 112420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC2

The heterocyclic compound may be represented by Formula 11-5, and substituents may be defined as shown in Table 2.

TABLE 2 Compound No. R_(11b) R_(12c) R_(14b) R_(18b) R_(19b) 115001 t-Bu t-Bu t-Bu t-Bu t-Bu 115002 t-Bu t-Bu t-Bu Ph Ph 115003 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 115004 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 115005 t-Bu t-Bu Ph t-Bu t-Bu 115006 t-Bu t-Bu Ph Ph Ph 115007 t-Bu t-Bu 9-Cbz t-Bu t-Bu 115008 Ph Ph t-Bu t-Bu t-Bu 115009 Ph Ph t-Bu Ph Ph 115010 t-Bu t-Bu H H H 115011 H H t-Bu H H 115012 H H H t-Bu t-Bu 115013 t-Bu t-Bu t-Bu H H 115014 H H t-Bu t-Bu t-Bu 115015 t-Bu t-Bu H t-Bu t-Bu 115016 Ph Ph H H H 115017 H H Ph H H 115018 H H H Ph Ph 115019 Ph Ph Ph H H 115020 H H Ph Ph Ph 115021 Ph Ph H Ph Ph 115022 CN CN H H H 115023 H H CN H H 115024 H H H CN CN 115025 CN CN CN H H 115026 H H CN CN CN 115027 CN CN H CN CN 115028 9-Cbz 9-Cbz H H H 115029 H H 9-Cbz H H 115030 H H H 9-Cbz 9-Cbz 115031 9-Cbz 9-Cbz 9-Cbz H H 115032 H H 9-Cbz 9-Cbz 9-Cbz 115033 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 115034 Me Me H H H 115035 H H Me H H 115036 H H H Me Me 115037 Me Me Me H H 115038 H H Me Me Me 115039 Me Me H Me Me 115040 CD₃ CD3 H H H 115041 H H CD3 H H 115042 H H H CD3 CD3 115043 CD3 CD3 CD3 H H 115044 H H CD3 CD3 CD3 115045 CD3 CD3 H CD3 CD3 115046 4-t- 4-t- H H H BuPh BuPh 115047 H H 4-t- H H BuPh 115048 H H H 4-t- 4-t- BuPh BuPh 115049 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 115050 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 115051 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 115052 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 115053 H H 1,3- H H di-t- BuPh 115054 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 115055 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 115056 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 115057 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 115058 t-Bu t-Bu Ph H H 115059 t-Bu t-Bu CN H H 115060 t-Bu t-Bu DPA H H 115061 t-Bu t-Bu 2- H H DBF 115062 t-Bu t-Bu 2- H H DBT 115063 t-Bu t-Bu 4-t- H H BuPh 115064 t-Bu t-Bu 1,3- H H di-t- BuPh 115065 t-Bu t-Bu 9-Cbz H H 115066 t-Bu t-Bu CN t-Bu t-Bu 115067 t-Bu t-Bu DPA t-Bu t-Bu 115068 t-Bu t-Bu 2- t-Bu t-Bu DBF 115069 t-Bu t-Bu 2- t-Bu t-Bu DBT 115070 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 115071 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 115072 t-Bu t-Bu CN Ph Ph 115073 t-Bu t-Bu DPA Ph Ph 115074 t-Bu t-Bu 2- Ph Ph DBF 115075 t-Bu t-Bu 2- Ph Ph DBT 115076 t-Bu t-Bu 4-t- Ph Ph BuPh 115077 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 115078 t-Bu t-Bu 9-Cbz Ph Ph 115079 t-Bu t-Bu t-Bu CN CN 115080 t-Bu t-Bu Ph CN CN 115081 t-Bu t-Bu CN CN CN 115082 t-Bu t-Bu DPA CN CN 115083 t-Bu t-Bu 2- CN CN DBF 115084 t-Bu t-Bu 2- CN CN DBT 115085 t-Bu t-Bu 4-t- CN CN BuPh 115086 t-Bu t-Bu 1,3- CN CN di-t- BuPh 115087 t-Bu t-Bu 9-Cbz CN CN 115088 t-Bu t-Bu Ph 9-Cbz 9-Cbz 115089 t-Bu t-Bu CN 9-Cbz 9-Cbz 115090 t-Bu t-Bu DPA 9-Cbz 9-Cbz 115091 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 115092 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 115093 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 115094 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 115095 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 115096 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 115097 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 115098 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 115099 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 115100 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 115101 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 115102 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 115103 t-Bu t-Bu 9-Cbz 4-t- 4-t- BuPh BuPh 115104 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 115105 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 115106 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 115107 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 115108 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 115109 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 115110 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 115111 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 115112 t-Bu t-Bu 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 115113 Ph Ph t-Bu H H 115114 Ph Ph CN H H 115115 Ph Ph DPA H H 115116 Ph Ph 2- H H DBF 115117 Ph Ph 2- H H DBT 115118 Ph Ph 4-t- H H BuPh 115119 Ph Ph 1,3- H H di-t- BuPh 115120 Ph Ph 9-Cbz H H 115121 Ph Ph Ph t-Bu t-Bu 115122 Ph Ph CN t-Bu t-Bu 115123 Ph Ph DPA t-Bu t-Bu 115124 Ph Ph 2- t-Bu t-Bu DBF 115125 Ph Ph 2- t-Bu t-Bu DBT 115126 Ph Ph 4-t- t-Bu t-Bu BuPh 115127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 115128 Ph Ph 9-Cbz t-Bu t-Bu 115129 Ph Ph Ph Ph Ph 115130 Ph Ph CN Ph Ph 115131 Ph Ph DPA Ph Ph 115132 Ph Ph 2- Ph Ph DBF 115133 Ph Ph 2- Ph Ph DBT 115134 Ph Ph 4-t- Ph Ph BuPh 115135 Ph Ph 1,3- Ph Ph di-t- BuPh 115136 Ph Ph 9-Cbz Ph Ph 115137 Ph Ph t-Bu CN CN 115138 Ph Ph Ph CN CN 115139 Ph Ph CN CN CN 115140 Ph Ph DPA CN CN 115141 Ph Ph 2- CN CN DBF 115142 Ph Ph 2- CN CN DBT 115143 Ph Ph 4-t- CN CN BuPh 115144 Ph Ph 1,3- CN CN di-t- BuPh 115145 Ph Ph 9-Cbz CN CN 115146 Ph Ph t-Bu 9-Cbz 9-Cbz 115147 Ph Ph Ph 9-Cbz 9-Cbz 115148 Ph Ph CN 9-Cbz 9-Cbz 115149 Ph Ph DPA 9-Cbz 9-Cbz 115150 Ph Ph 2- 9-Cbz 9-Cbz DBF 115151 Ph Ph 2- 9-Cbz 9-Cbz DBT 115152 Ph Ph 4-t- 9-Cbz 9-Cbz BuPh 115153 Ph Ph 1,3- 9-Cbz 9-Cbz di-t- BuPh 115154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 115155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 115156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 115157 Ph Ph CN 4-t- 4-t- BuPh BuPh 115158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 115159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 115160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 115161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 115162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 115163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 115164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 115165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 115166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 115167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 115168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 115169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 115170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 115171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 115172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 115173 9-Cbz 9-Cbz t-Bu H H 115174 9-Cbz 9-Cbz Ph H H 115175 9-Cbz 9-Cbz CN H H 115176 9-Cbz 9-Cbz DPA H H 115177 9-Cbz 9-Cbz 2- H H DBF 115178 9-Cbz 9-Cbz 2- H H DBT 115179 9-Cbz 9-Cbz 4-t- H H BuPh 115180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 115181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 115182 9-Cbz 9-Cbz Ph t-Bu t-Bu 115183 9-Cbz 9-Cbz CN t-Bu t-Bu 115184 9-Cbz 9-Cbz DPA t-Bu t-Bu 115185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 115186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 115187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 115188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 115189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 115190 9-Cbz 9-Cbz t-Bu Ph Ph 115191 9-Cbz 9-Cbz Ph Ph Ph 115192 9-Cbz 9-Cbz CN Ph Ph 115193 9-Cbz 9-Cbz DPA Ph Ph 115194 9-Cbz 9-Cbz 2- Ph Ph DBF 115195 9-Cbz 9-Cbz 2- Ph Ph DBT 115196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 115197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 115198 9-Cbz 9-Cbz 9-Cbz Ph Ph 115199 9-Cbz 9-Cbz t-Bu CN CN 115200 9-Cbz 9-Cbz Ph CN CN 115201 9-Cbz 9-Cbz CN CN CN 115202 9-Cbz 9-Cbz DPA CN CN 115203 9-Cbz 9-Cbz 2- CN CN DBF 115204 9-Cbz 9-Cbz 2- CN CN DBT 115205 9-Cbz 9-Cbz 4-t- CN CN BuPh 115206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 115207 9-Cbz 9-Cbz 9-Cbz CN CN 115208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 115209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 115210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 115211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 115212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz dbf 115213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz dbt 115214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 115215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 115216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 115217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 115218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 115219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 115220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 115221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 115222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 115223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 115224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 115225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 115226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 115227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 115228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 115229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 115230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 115231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 115232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 115233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 115234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 115235 CN CN t-Bu H H 115236 CN CN Ph H H 115237 CN CN DPA H H 115238 CN CN 2- H H DBF 115239 CN CN 2- H H DBT 115240 CN CN 4-t- H H BuPh 115241 CN CN 1,3- H H di-t- BuPh 115242 CN CN 9-Cbz H H 115243 CN CN t-Bu t-Bu t-Bu 115244 CN CN Ph t-Bu t-Bu 115245 CN CN CN t-Bu t-Bu 115246 CN CN DPA t-Bu t-Bu 115247 CN CN 2- t-Bu t-Bu DBF 115248 CN CN 2- t-Bu t-Bu DBT 115249 CN CN 4-t- t-Bu t-Bu BuPh 115250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 115251 CN CN 9-Cbz t-Bu t-Bu 115252 CN CN t-Bu Ph Ph 115253 CN CN Ph Ph Ph 115254 CN CN CN Ph Ph 115255 CN CN DPA Ph Ph 115256 CN CN 2- Ph Ph DBF 115257 CN CN 2- Ph Ph DBT 115258 CN CN 4-t- Ph Ph BuPh 115259 CN CN 1,3- Ph Ph di-t- BuPh 115260 CN CN 9-Cbz Ph Ph 115261 CN CN t-Bu CN CN 115262 CN CN Ph CN CN 115263 CN CN CN CN CN 115264 CN CN DPA CN CN 115265 CN CN 2- CN CN DBF 115266 CN CN 2- CN CN DBT 115267 CN CN 4-t- CN CN BuPh 115268 CN CN 1,3- CN CN di-t- BuPh 115269 CN CN 9-Cbz CN CN 115270 CN CN t-Bu 9-Cbz 9-Cbz 115271 CN CN Ph 9-Cbz 9-Cbz 115272 CN CN CN 9-Cbz 9-Cbz 115273 CN CN DPA 9-Cbz 9-Cbz 115274 CN CN 2- 9-Cbz 9-Cbz DBF 115275 CN CN 2- 9-Cbz 9-Cbz DBT 115276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 115277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 115278 CN CN 9-Cbz 9-Cbz 9-Cbz 115279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 115280 CN CN Ph 4-t- 4-t- BuPh BuPh 115281 CN CN CN 4-t- 4-t- BuPh BuPh 115282 CN CN DPA 4-t- 4-t- BuPh BuPh 115283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 115284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 115285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 115286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 115287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 115288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 115289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 115290 CN CN CN 1,3- 1,3- di-t- di-t- BuPh BuPh 115291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 115292 CN CN 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 115293 CN CN 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 115294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 115295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 115296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 115297 4-t- 4-t- t-Bu H H BuPh BuPh 115298 4-t- 4-t- Ph H H BuPh BuPh 115299 4-t- 4-t- CN H H BuPh BuPh 115300 4-t- 4-t- DPA H H BuPh BuPh 115301 4-t- 4-t- 2- H H BuPh BuPh DBF 115302 4-t- 4-t- 2- H H BuPh BuPh DBT 115303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 115304 4-t- 4-t- 9-Cbz H H BuPh BuPh 115305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 115306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 115307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 115308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 115309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 115310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 115311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 115312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 115313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 115314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 115315 4-t- 4-t- Ph Ph Ph BuPh BuPh 115316 4-t- 4-t- CN Ph Ph BuPh BuPh 115317 4-t- 4-t- DPA Ph Ph BuPh BuPh 115318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 115319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 115320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 115321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 115322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 115323 4-t- 4-t- t-Bu CN CN BuPh BuPh 115324 4-t- 4-t- Ph CN CN BuPh BuPh 115325 4-t- 4-t- CN CN CN BuPh BuPh 115326 4-t- 4-t- DPA CN CN BuPh BuPh 115327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 115328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 115329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 115330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 115331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 115332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 115333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 115334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 115335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 115336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 115337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 115338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 115339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 115340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 115341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 115342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 115343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 115344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 115345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 115346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 115347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 115348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 115349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 115350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 115351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 115352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 115353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 115354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 115355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 115356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 115357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 115358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 115359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 115360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 115361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 115362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 115363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 115364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 115365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 115366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 115367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 115368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 115369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 115370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 115371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 115372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 115373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 115374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 115375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 115376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 115377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 115378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 115379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 115380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 115381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 115382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 115383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 115384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 115385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 115386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 115387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 115388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 115389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 115390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 115391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 115392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 115393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 115394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 115395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 115396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 115397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 115398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 115399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 115400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 115401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 115402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 115403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 115404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 115405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 115406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 115407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 115408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 115409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 115410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 115411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 115412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 115413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 115414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 115415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 115416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 115417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 115418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 115419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 115420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC3

The heterocyclic compound may be represented by Formula 12-1, and substituents may be defined as shown in Table 3.

TABLE 3 Compound No. R_(11b) R_(12c) R_(14b) R_(18c) R_(19b) 121001 t-Bu t-Bu t-Bu t-Bu t-Bu 121002 Ph Ph t-Bu Ph Ph 121003 t-Bu t-Bu H H H 121004 H H t-Bu H H 121005 H H H t-Bu t-Bu 121006 t-Bu t-Bu t-Bu H H 121007 H H t-Bu t-Bu t-Bu 121008 t-Bu t-Bu H t-Bu t-Bu 121009 Ph Ph H H H 121010 H H Ph H H 121011 H H H Ph Ph 121012 Ph Ph Ph H H 121013 H H Ph Ph Ph 121014 Ph Ph H Ph Ph 121015 CN CN H H H 121016 H H CN H H 121017 H H H CN CN 121018 CN CN CN H H 121019 H H CN CN CN 121020 CN CN H CN CN 121021 9-Cbz 9-Cbz H H H 121022 H H 9-Cbz H H 121023 H H H 9-Cbz 9-Cbz 121024 9-Cbz 9-Cbz 9-Cbz H H 121025 H H 9-Cbz 9-Cbz 9-Cbz 121026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 121027 Me Me H H H 121028 H H Me H H 121029 H H H Me Me 121030 Me Me Me H H 121031 H H Me Me Me 121032 Me Me H Me Me 121033 CD₃ CD3 H H H 121034 H H CD3 H H 121035 H H H CD3 CD3 121036 CD3 CD3 CD3 H H 121037 H H CD3 CD3 CD3 121038 CD3 CD3 H CD3 CD3 121039 4-t- 4-t- H H H BuPh BuPh 121040 H H 4-t- H H BuPh 121041 H H H 4-t- 4-t- BuPh BuPh 121042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 121043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 121044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 121045 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 121046 H H 1,3- H H di-t- BuPh 121047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 121048 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 121049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 121050 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 121051 t-Bu t-Bu Ph H H 121052 t-Bu t-Bu CN H H 121053 t-Bu t-Bu DPA H H 121054 t-Bu t-Bu 2- H H DBF 121055 t-Bu t-Bu 2- H H DBT 121056 t-Bu t-Bu 4-t- H H BuPh 121057 t-Bu t-Bu 1,3- H H di-t- BuPh 121058 t-Bu t-Bu 9-Cbz H H 121059 t-Bu t-Bu Ph t-Bu t-Bu 121060 t-Bu t-Bu CN t-Bu t-Bu 121061 t-Bu t-Bu DPA t-Bu t-Bu 121062 t-Bu t-Bu 2- t-Bu t-Bu DBF 121063 t-Bu t-Bu 2- t-Bu t-Bu DBT 121064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 121065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 121066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 121067 t-Bu t-Bu t-Bu Ph Ph 121068 t-Bu t-Bu Ph Ph Ph 121069 t-Bu t-Bu CN Ph Ph 121070 t-Bu t-Bu DPA Ph Ph 121071 t-Bu t-Bu 2- Ph Ph DBF 121072 t-Bu t-Bu 2- Ph Ph DBT 121073 t-Bu t-Bu 4-t- Ph Ph BuPh 121074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 121075 t-Bu t-Bu 9-Cbz Ph Ph 121076 t-Bu t-Bu t-Bu CN CN 121077 t-Bu t-Bu Ph CN CN 121078 t-Bu t-Bu CN CN CN 121079 t-Bu t-Bu DPA CN CN 121080 t-Bu t-Bu 2- CN CN DBF 121081 t-Bu t-Bu 2- CN CN DBT 121082 t-Bu t-Bu 4-t- CN CN BuPh 121083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 121084 t-Bu t-Bu 9-Cbz CN CN 121085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 121086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 121087 t-Bu t-Bu CN 9-Cbz 9-Cbz 121088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 121089 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 121090 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 121091 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 121092 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 121093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 121094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 121095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 121096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 121097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 121098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 121099 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 121100 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 121101 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 121102 t-Bu t-Bu 9-Cbz 4-t- 4-t- BuPh BuPh 121103 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 121104 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 121105 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 121106 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 121107 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 121108 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- dfr-t- BuPh BuPh 121109 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 121110 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 121111 t-Bu t-Bu 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 121112 Ph Ph t-Bu H H 121113 Ph Ph CN H H 121114 Ph Ph DPA H H 121115 Ph Ph 2- H H DBF 121116 Ph Ph 2- H H DBT 121117 Ph Ph 4-t- H H BuPh 121118 Ph Ph 1,3- H H di-t- BuPh 121119 Ph Ph 9-Cbz H H 121120 Ph Ph t-Bu t-Bu t-Bu 121121 Ph Ph Ph t-Bu t-Bu 121122 Ph Ph CN t-Bu t-Bu 121123 Ph Ph DPA t-Bu t-Bu 121124 Ph Ph 2- t-Bu t-Bu DBF 121125 Ph Ph 2- t-Bu t-Bu DBT 121126 Ph Ph 4-t- t-Bu t-Bu BuPh 121127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 121128 Ph Ph 9-Cbz t-Bu t-Bu 121129 Ph Ph Ph Ph Ph 121130 Ph Ph CN Ph Ph 121131 Ph Ph DPA Ph Ph 121132 Ph Ph 2- Ph Ph DBF 121133 Ph Ph 2- Ph Ph DBT 121134 Ph Ph 4-t- Ph Ph BuPh 121135 Ph Ph 1,3- Ph Ph di-t- BuPh 121136 Ph Ph 9-Cbz Ph Ph 121137 Ph Ph t-Bu CN CN 121138 Ph Ph Ph CN CN 121139 Ph Ph CN CN CN 121140 Ph Ph DPA CN CN 121141 Ph Ph 2- CN CN DBF 121142 Ph Ph 2- CN CN DBT 121143 Ph Ph 4-t- CN CN BuPh 121144 Ph Ph 1,3- CN CN di-t- BuPh 121145 Ph Ph 9-Cbz CN CN 121146 Ph Ph t-Bu 9-Cbz 9-Cbz 121147 Ph Ph Ph 9-Cbz 9-Cbz 121148 Ph Ph CN 9-Cbz 9-Cbz 121149 Ph Ph DPA 9-Cbz 9-Cbz 121150 Ph Ph 2- 9-Cbz 9-Cbz DBF 121151 Ph Ph 2- 9-Cbz 9-Cbz DBT 121152 Ph Ph 4-t- 9-Cbz 9-Cbz BuPh 121153 Ph Ph 1,3- 9-Cbz 9-Cbz di-t- BuPh 121154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 121155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 121156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 121157 Ph Ph CN 4-t- 4-t- BuPh BuPh 121158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 121159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 121160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 121161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 121162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 121163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 121164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 121165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 121166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 121167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 121168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 121169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 121170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 121171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 121172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 121173 9-Cbz 9-Cbz t-Bu H H 121174 9-Cbz 9-Cbz Ph H H 121175 9-Cbz 9-Cbz CN H H 121176 9-Cbz 9-Cbz DPA H H 121177 9-Cbz 9-Cbz 2- H H DBF 121178 9-Cbz 9-Cbz 2- H H DBT 121179 9-Cbz 9-Cbz 4-t- H H BuPh 121180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 121181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 121182 9-Cbz 9-Cbz Ph t-Bu t-Bu 121183 9-Cbz 9-Cbz CN t-Bu t-Bu 121184 9-Cbz 9-Cbz DPA t-Bu t-Bu 121185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 121186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 121187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 121188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 121189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 121190 9-Cbz 9-Cbz t-Bu Ph Ph 121191 9-Cbz 9-Cbz Ph Ph Ph 121192 9-Cbz 9-Cbz CN Ph Ph 121193 9-Cbz 9-Cbz DPA Ph Ph 121194 9-Cbz 9-Cbz 2- Ph Ph DBF 121195 9-Cbz 9-Cbz 2- Ph Ph DBT 121196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 121197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 121198 9-Cbz 9-Cbz 9-Cbz Ph Ph 121199 9-Cbz 9-Cbz t-Bu CN CN 121200 9-Cbz 9-Cbz Ph CN CN 121201 9-Cbz 9-Cbz CN CN CN 121202 9-Cbz 9-Cbz DPA CN CN 121203 9-Cbz 9-Cbz 2- CN CN DBF 121204 9-Cbz 9-Cbz 2- CN CN DBT 121205 9-Cbz 9-Cbz 4-t- CN CN BuPh 121206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 121207 9-Cbz 9-Cbz 9-Cbz CN CN 121208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 121209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 121210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 121211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 121212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBF 121213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBT 121214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 121215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 121216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 121217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 121218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 121219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 121220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 121221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 121222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 121223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 121224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 121225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 121226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 121227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 121228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 121229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 121230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 121231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 121232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 121233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 121234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 121235 CN CN t-Bu H H 121236 CN CN Ph H H 121237 CN CN DPA H H 121238 CN CN 2- H H DBF 121239 CN CN 2- H H DBT 121240 CN CN 4-t- H H BuPh 121241 CN CN 1,3- H H di-t- BuPh 121242 CN CN 9-Cbz H H 121243 CN CN t-Bu t-Bu t-Bu 121244 CN CN Ph t-Bu t-Bu 121245 CN CN CN t-Bu t-Bu 121246 CN CN DPA t-Bu t-Bu 121247 CN CN 2- t-Bu t-Bu DBF 121248 CN CN 2- t-Bu t-Bu DBT 121249 CN CN 4-t- t-Bu t-Bu BuPh 121250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 121251 CN CN 9-Cbz t-Bu t-Bu 121252 CN CN t-Bu Ph Ph 121253 CN CN Ph Ph Ph 121254 CN CN CN Ph Ph 121255 CN CN DPA Ph Ph 121256 CN CN 2- Ph Ph DBF 121257 CN CN 2- Ph Ph DBT 121258 CN CN 4-t- Ph Ph BuPh 121259 CN CN 1,3- Ph Ph di-t- BuPh 121260 CN CN 9-Cbz Ph Ph 121261 CN CN t-Bu CN CN 121262 CN CN Ph CN CN 121263 CN CN CN CN CN 121264 CN CN DPA CN CN 121265 CN CN 2- CN CN DBF 121266 CN CN 2- CN CN DBT 121267 CN CN 4-t- CN CN BuPh 121268 CN CN 1,3- CN CN di-t- BuPh 121269 CN CN 9-Cbz CN CN 121270 CN CN t-Bu 9-Cbz 9-Cbz 121271 CN CN Ph 9-Cbz 9-Cbz 121272 CN CN CN 9-Cbz 9-Cbz 121273 CN CN DPA 9-Cbz 9-Cbz 121274 CN CN 2- 9-Cbz 9-Cbz DBF 121275 CN CN 2- 9-Cbz 9-Cbz DBT 121276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 121277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 121278 CN CN 9-Cbz 9-Cbz 9-Cbz 121279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 121280 CN CN Ph 4-t- 4-t- BuPh BuPh 121281 CN CN CN 4-t- 4-t- BuPh BuPh 121282 CN CN DPA 4-t- 4-t- BuPh BuPh 121283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 121284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 121285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 121286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 121287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 121288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 121289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 121290 CN CN CN 1,3- 1,3- di-t- di-t- BuPh BuPh 121291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 121292 CN CN 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 121293 CN CN 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 121294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 121295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 121296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 121297 4-t- 4-t- t-Bu H H BuPh BuPh 121298 4-t- 4-t- Ph H H BuPh BuPh 121299 4-t- 4-t- CN H H BuPh BuPh 121300 4-t- 4-t- DPA H H BuPh BuPh 121301 4-t- 4-t- 2- H H BuPh BuPh DBF 121302 4-t- 4-t- 2- H H BuPh BuPh DBT 121303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 121304 4-t- 4-t- 9-Cbz H H BuPh BuPh 121305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 121306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 121307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 121308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 121309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 121310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 121311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 121312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 121313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 121314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 121315 4-t- 4-t- Ph Ph Ph BuPh BuPh 121316 4-t- 4-t- CN Ph Ph BuPh BuPh 121317 4-t- 4-t- DPA Ph Ph BuPh BuPh 121318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 121319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 121320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 121321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 121322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 121323 4-t- 4-t- t-Bu CN CN BuPh BuPh 121324 4-t- 4-t- Ph CN CN BuPh BuPh 121325 4-t- 4-t- CN CN CN BuPh BuPh 121326 4-t- 4-t- DPA CN CN BuPh BuPh 121327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 121328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 121329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 121330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 121331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 121332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 121333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 121334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 121335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 121336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 121337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 121338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 121339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 121340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 121341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 121342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 121343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 121344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 121345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 121346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 121347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 121348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 121349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 121350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 121351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 121352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 121353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 121354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 121355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 121356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 121357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 121358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 121359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 121360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 121361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 121362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 121363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 121364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 121365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 121366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 121367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 121368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 121369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 121370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 121371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 121372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 121373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 121374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 121375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 121376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 121377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 121378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 121379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 121380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 121381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 121382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 121383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 121384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 121385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 121386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 121387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 121388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 121389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 121390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 121391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 121392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 121393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 121394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 121395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 121396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 121397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 121398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 121399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 121400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 121401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 121402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 121403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 121404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 121405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 121406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 121407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 121408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 121409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 121410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 121411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 121412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 121413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 121414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 121415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 121416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 121417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 121418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 121419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 121420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC4

The heterocyclic compound may be represented by Formula 12-2, and substituents may be defined as shown in Table 4.

TABLE 4 Compound No. R_(11b) R_(12c) R_(14b) R_(18c) R_(19b) 122001 t-Bu t-Bu t-Bu t-Bu t-Bu 122002 Ph Ph t-Bu Ph Ph 122003 t-Bu t-Bu H H H 122004 H H t-Bu H H 122005 H H H t-Bu t-Bu 122006 t-Bu t-Bu t-Bu H H 122007 H H t-Bu t-Bu t-Bu 122008 t-Bu t-Bu H t-Bu t-Bu 122009 Ph Ph H H H 122010 H H Ph H H 122011 H H H Ph Ph 122012 Ph Ph Ph H H 122013 H H Ph Ph Ph 122014 Ph Ph H Ph Ph 122015 CN CN H H H 122016 H H CN H H 122017 H H H CN CN 122018 CN CN CN H H 122019 H H CN CN CN 122020 CN CN H CN CN 122021 9-Cbz 9-Cbz H H H 122022 H H 9-Cbz H H 122023 H H H 9-Cbz 9-Cbz 122024 9-Cbz 9-Cbz 9-Cbz H H 122025 H H 9-Cbz 9-Cbz 9-Cbz 122026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 122027 Me Me H H H 122028 H H Me H H 122029 H H H Me Me 122030 Me Me Me H H 122031 H H Me Me Me 122032 Me Me H Me Me 122033 CD₃ CD3 H H H 122034 H H CD3 H H 122035 H H H CD3 CD3 122036 CD3 CD3 CD3 H H 122037 H H CD3 CD3 CD3 122038 CD3 CD3 H CD3 CD3 122039 4-t- 4-t- H H H BuPh BuPh 122040 H H 4-t- H H BuPh 122041 H H H 4-t- 4-t- BuPh BuPh 122042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 122043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 122044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 122045 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 122046 H H 1,3- H H di-t- BuPh 122047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 122048 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 122049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 122050 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 122051 t-Bu t-Bu Ph H H 122052 t-Bu t-Bu CN H H 122053 t-Bu t-Bu DPA H H 122054 t-Bu t-Bu 2- H H DBF 122055 t-Bu t-Bu 2- H H DBT 122056 t-Bu t-Bu 4-t- H H BuPh 122057 t-Bu t-Bu 1,3- H H di-t- BuPh 122058 t-Bu t-Bu 9-Cbz H H 122059 t-Bu t-Bu Ph t-Bu t-Bu 122060 t-Bu t-Bu CN t-Bu t-Bu 122061 t-Bu t-Bu DPA t-Bu t-Bu 122062 t-Bu t-Bu 2- t-Bu t-Bu DBF 122063 t-Bu t-Bu 2- t-Bu t-Bu DBT 122064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 122065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 122066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 122067 t-Bu t-Bu t-Bu Ph Ph 122068 t-Bu t-Bu Ph Ph Ph 122069 t-Bu t-Bu CN Ph Ph 122070 t-Bu t-Bu DPA Ph Ph 122071 t-Bu t-Bu 2- Ph Ph DBF 122072 t-Bu t-Bu 2- Ph Ph DBT 122073 t-Bu t-Bu 4-t- Ph Ph BuPh 122074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 122075 t-Bu t-Bu 9-Cbz Ph Ph 122076 t-Bu t-Bu t-Bu CN CN 122077 t-Bu t-Bu Ph CN CN 122078 t-Bu t-Bu CN CN CN 122079 t-Bu t-Bu DPA CN CN 122080 t-Bu t-Bu 2- CN CN DBF 122081 t-Bu t-Bu 2- CN CN DBT 122082 t-Bu t-Bu 4-t- CN CN BuPh 122083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 122084 t-Bu t-Bu 9-Cbz CN CN 122085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 122086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 122087 t-Bu t-Bu CN 9-Cbz 9-Cbz 122088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 122089 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 122090 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 122091 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 122092 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 122093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 122094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 122095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 122096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 122097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 122098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 122099 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 122100 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 122101 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 122102 t-Bu t-Bu 9-Cbz 4-t- 4-t- BuPh BuPh 122103 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 122104 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 122105 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 122106 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 122107 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 122108 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 122109 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 122110 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 122111 t-Bu t-Bu 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 122112 Ph Ph t-Bu H H 122113 Ph Ph CN H H 122114 Ph Ph DPA H H 122115 Ph Ph 2- H H DBF 122116 Ph Ph 2- H H DBT 122117 Ph Ph 4-t- H H BuPh 122118 Ph Ph 1,3- H H di-t- BuPh 122119 Ph Ph 9-Cbz H H 122120 Ph Ph t-Bu t-Bu t-Bu 122121 Ph Ph Ph t-Bu t-Bu 122122 Ph Ph CN t-Bu t-Bu 122123 Ph Ph DPA t-Bu t-Bu 122124 Ph Ph 2- t-Bu t-Bu DBF 122125 Ph Ph 2- t-Bu t-Bu DBT 122126 Ph Ph 4-t- t-Bu t-Bu BuPh 122127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 122128 Ph Ph 9-Cbz t-Bu t-Bu 122129 Ph Ph Ph Ph Ph 122130 Ph Ph CN Ph Ph 122131 Ph Ph DPA Ph Ph 122132 Ph Ph 2- Ph Ph DBF 122133 Ph Ph 2- Ph Ph DBT 122134 Ph Ph 4-t- Ph Ph BuPh 122135 Ph Ph 1,3- Ph Ph di-t- BuPh 122136 Ph Ph 9-Cbz Ph Ph 122137 Ph Ph t-Bu CN CN 122138 Ph Ph Ph CN CN 122139 Ph Ph CN CN CN 122140 Ph Ph DPA CN CN 122141 Ph Ph 2- CN CN DBF 122142 Ph Ph 2- CN CN DBT 122143 Ph Ph 4-t- CN CN BuPh 122144 Ph Ph 1,3- CN CN di-t- BuPh 122145 Ph Ph 9-Cbz CN CN 122146 Ph Ph t-Bu 9-Cbz 9-Cbz 122147 Ph Ph Ph 9-Cbz 9-Cbz 122148 Ph Ph CN 9-Cbz 9-Cbz 122149 Ph Ph DPA 9-Cbz 9-Cbz 122150 Ph Ph 2- 9-Cbz 9-Cbz DBF 122151 Ph Ph 2- 9-Cbz 9-Cbz DBT 122152 Ph Ph 4-t- 9-Cbz 9-Cbz BuPh 122153 Ph Ph 1,3- 9-Cbz 9-Cbz di-t- BuPh 122154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 122155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 122156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 122157 Ph Ph CN 4-t- 4-t- BuPh BuPh 122158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 122159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 122160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 122161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 122162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 122163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 122164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 122165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 122166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 122167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 122168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 122169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 122170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 122171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 122172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 122173 9-Cbz 9-Cbz t-Bu H H 122174 9-Cbz 9-Cbz Ph H H 122175 9-Cbz 9-Cbz CN H H 122176 9-Cbz 9-Cbz DPA H H 122177 9-Cbz 9-Cbz 2- H H DBF 122178 9-Cbz 9-Cbz 2- H H DBT 122179 9-Cbz 9-Cbz 4-t- H H BuPh 122180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 122181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 122182 9-Cbz 9-Cbz Ph t-Bu t-Bu 122183 9-Cbz 9-Cbz CN t-Bu t-Bu 122184 9-Cbz 9-Cbz DPA t-Bu t-Bu 122185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 122186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 122187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 122188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 122189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 122190 9-Cbz 9-Cbz t-Bu Ph Ph 122191 9-Cbz 9-Cbz Ph Ph Ph 122192 9-Cbz 9-Cbz CN Ph Ph 122193 9-Cbz 9-Cbz DPA Ph Ph 122194 9-Cbz 9-Cbz 2- Ph Ph DBF 122195 9-Cbz 9-Cbz 2- Ph Ph DBT 122196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 122197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 122198 9-Cbz 9-Cbz 9-Cbz Ph Ph 122199 9-Cbz 9-Cbz t-Bu CN CN 122200 9-Cbz 9-Cbz Ph CN CN 122201 9-Cbz 9-Cbz CN CN CN 122202 9-Cbz 9-Cbz DPA CN CN 122203 9-Cbz 9-Cbz 2- CN CN DBF 122204 9-Cbz 9-Cbz 2- CN CN DBT 122205 9-Cbz 9-Cbz 4-t- CN CN BuPh 122206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 122207 9-Cbz 9-Cbz 9-Cbz CN CN 122208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 122209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 122210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 122211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 122212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBF 122213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBT 122214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 122215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 122216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 122217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 122218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 122219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 122220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 122221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 122222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 122223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 122224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 122225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 122226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 122227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 122228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 122229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 122230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 122231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 122232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 122233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 122234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 122235 CN CN t-Bu H H 122236 CN CN Ph H H 122237 CN CN DPA H H 122238 CN CN 2- H H DBF 122239 CN CN 2- H H DBT 122240 CN CN 4-t- H H BuPh 122241 CN CN 1,3- H H di-t- BuPh 122242 CN CN 9-Cbz H H 122243 CN CN t-Bu t-Bu t-Bu 122244 CN CN Ph t-Bu t-Bu 122245 CN CN CN t-Bu t-Bu 122246 CN CN DPA t-Bu t-Bu 122247 CN CN 2- t-Bu t-Bu DBF 122248 CN CN 2- t-Bu t-Bu DBT 122249 CN CN 4-t- t-Bu t-Bu BuPh 122250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 122251 CN CN 9-Cbz t-Bu t-Bu 122252 CN CN t-Bu Ph Ph 122253 CN CN Ph Ph Ph 122254 CN CN CN Ph Ph 122255 CN CN DPA Ph Ph 122256 CN CN 2- Ph Ph DBF 122257 CN CN 2- Ph Ph DBT 122258 CN CN 4-t- Ph Ph BuPh 122259 CN CN 1,3- Ph Ph di-t- BuPh 122260 CN CN 9-Cbz Ph Ph 122261 CN CN t-Bu CN CN 122262 CN CN Ph CN CN 122263 CN CN CN CN CN 122264 CN CN DPA CN CN 122265 CN CN 2- CN CN DBF 122266 CN CN 2- CN CN DBT 122267 CN CN 4-t- CN CN BuPh 122268 CN CN 1,3- CN CN di-t- BuPh 122269 CN CN 9-Cbz CN CN 122270 CN CN t-Bu 9-Cbz 9-Cbz 122271 CN CN Ph 9-Cbz 9-Cbz 122272 CN CN CN 9-Cbz 9-Cbz 122273 CN CN DPA 9-Cbz 9-Cbz 122274 CN CN 2- 9-Cbz 9-Cbz DBF 122275 CN CN 2- 9-Cbz 9-Cbz DBT 122276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 122277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 122278 CN CN 9-Cbz 9-Cbz 9-Cbz 122279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 122280 CN CN Ph 4-t- 4-t- BuPh BuPh 122281 CN CN CN 4-t- 4-t- BuPh BuPh 122282 CN CN DPA 4-t- 4-t- BuPh BuPh 122283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 122284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 122285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 122286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 122287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 122288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 122289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 122290 CN CN CN 1,3- 1,3- di-t- di-t- BuPh BuPh 122291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 122292 CN CN 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 122293 CN CN 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 122294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 122295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 122296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 122297 4-t- 4-t- t-Bu H H BuPh BuPh 122298 4-t- 4-t- Ph H H BuPh BuPh 122299 4-t- 4-t- CN H H BuPh BuPh 122300 4-t- 4-t- DPA H H BuPh BuPh 122301 4-t- 4-t- 2- H H BuPh BuPh DBF 122302 4-t- 4-t- 2- H H BuPh BuPh DBT 122303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 122304 4-t- 4-t- 9-Cbz H H BuPh BuPh 122305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 122306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 122307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 122308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 122309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 122310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 122311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 122312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 122313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 122314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 122315 4-t- 4-t- Ph Ph Ph BuPh BuPh 122316 4-t- 4-t- CN Ph Ph BuPh BuPh 122317 4-t- 4-t- DPA Ph Ph BuPh BuPh 122318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 122319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 122320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 122321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 122322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 122323 4-t- 4-t- t-Bu CN CN BuPh BuPh 122324 4-t- 4-t- Ph CN CN BuPh BuPh 122325 4-t- 4-t- CN CN CN BuPh BuPh 122326 4-t- 4-t- DPA CN CN BuPh BuPh 122327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 122328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 122329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 122330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 122331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 122332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 122333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 122334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 122335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 122336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 122337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 122338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 122339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 122340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 122341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 122342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 122343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 122344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 122345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 122346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 122347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 122348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 122349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 122350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 122351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 122352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 122353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 122354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 122355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 122356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 122357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 122358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 122359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 122360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 122361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 122362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 122363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 122364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 122365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 122366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 122367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 122368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 122369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 122370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 122371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 122372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 122373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 122374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 122375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 122376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 122377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 122378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 122379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 122380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 122381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 122382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 122383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 122384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 122385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 122386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 122387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 122388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 122389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 122390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 122391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 122392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 122393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 122394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 122395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 122396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 122397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 122398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 122399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 122400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 122401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 122402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 122403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 122404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 122405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 122406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 122407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 122408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 122409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 122410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 122411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 122412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 122413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 122414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 122415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 122416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 122417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 122418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 122419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 122420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC5

The heterocyclic compound may be represented by Formula 12-4, and substituents may be defined as shown in Table 5.

TABLE 5 Compound No. R_(11b) R_(12c) R_(14b) R_(18c) R_(19b) 124001 t-Bu t-Bu t-Bu t-Bu t-Bu 124002 Ph Ph t-Bu Ph Ph 124003 t-Bu t-Bu H H H 124004 H H t-Bu H H 124005 H H H t-Bu t-Bu 124006 t-Bu t-Bu t-Bu H H 124007 H H t-Bu t-Bu t-Bu 124008 t-Bu t-Bu H t-Bu t-Bu 124009 Ph Ph H H H 124010 H H Ph H H 124011 H H H Ph Ph 124012 Ph Ph Ph H H 124013 H H Ph Ph Ph 124014 Ph Ph H Ph Ph 124015 CN CN H H H 124016 H H CN H H 124017 H H H CN CN 124018 CN CN CN H H 124019 H H CN CN CN 124020 CN CN H CN CN 124021 9-Cbz 9-Cbz H H H 124022 H H 9-Cbz H H 124023 H H H 9-Cbz 9-Cbz 124024 9-Cbz 9-Cbz 9-Cbz H H 124025 H H 9-Cbz 9-Cbz 9-Cbz 124026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 124027 Me Me H H H 124028 H H Me H H 124029 H H H Me Me 124030 Me Me Me H H 124031 H H Me Me Me 124032 Me Me H Me Me 124033 CD₃ CD3 H H H 124034 H H CD3 H H 124035 H H H CD3 CD3 124036 CD3 CD3 CD3 H H 124037 H H CD3 CD3 CD3 124038 CD3 CD3 H CD3 CD3 124039 4-t- 4-t- H H H BuPh BuPh 124040 H H 4-t- H H BuPh 124041 H H H 4-t- 4-t- BuPh BuPh 124042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 124043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 124044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 124045 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 124046 H H 1,3- H H di-t- BuPh 124047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 124048 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 124049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 124050 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 124051 t-Bu t-Bu Ph H H 124052 t-Bu t-Bu CN H H 124053 t-Bu t-Bu DPA H H 124054 t-Bu t-Bu 2- H H DBF 124055 t-Bu t-Bu 2- H H DBT 124056 t-Bu t-Bu 4-t- H H BuPh 124057 t-Bu t-Bu 1,3- H H di-t- BuPh 124058 t-Bu t-Bu 9-Cbz H H 124059 t-Bu t-Bu Ph t-Bu t-Bu 124060 t-Bu t-Bu CN t-Bu t-Bu 124061 t-Bu t-Bu DPA t-Bu t-Bu 124062 t-Bu t-Bu 2- t-Bu t-Bu DBF 124063 t-Bu t-Bu 2- t-Bu t-Bu DBT 124064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 124065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 124066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 124067 t-Bu t-Bu t-Bu Ph Ph 124068 t-Bu t-Bu Ph Ph Ph 124069 t-Bu t-Bu CN Ph Ph 124070 t-Bu t-Bu DPA Ph Ph 124071 t-Bu t-Bu 2- Ph Ph DBF 124072 t-Bu t-Bu 2- Ph Ph DBT 124073 t-Bu t-Bu 4-t- Ph Ph BuPh 124074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 124075 t-Bu t-Bu 9-Cbz Ph Ph 124076 t-Bu t-Bu t-Bu CN CN 124077 t-Bu t-Bu Ph CN CN 124078 t-Bu t-Bu CN CN CN 124079 t-Bu t-Bu DPA CN CN 124080 t-Bu t-Bu 2- CN CN DBF 124081 t-Bu t-Bu 2- CN CN DBT 124082 t-Bu t-Bu 4-t- CN CN BuPh 124083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 124084 t-Bu t-Bu 9-Cbz CN CN 124085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 124086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 124087 t-Bu t-Bu CN 9-Cbz 9-Cbz 124088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 124089 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 124090 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 124091 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 124092 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 124093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 124094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 124095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 124096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 124097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 124098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 124099 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 124100 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 124101 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 124102 t-Bu t-Bu 9-Cbz 4-t- 4-t- BuPh BuPh 124103 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 124104 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 124105 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 124106 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 124107 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 124108 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 124109 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 124110 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 124111 t-Bu t-Bu 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 124112 Ph Ph t-Bu H H 124113 Ph Ph CN H H 124114 Ph Ph DPA H H 124115 Ph Ph 2- H H DBF 124116 Ph Ph 2- H H DBT 124117 Ph Ph 4-t- H H BuPh 124118 Ph Ph 1,3- H H di-t- BuPh 124119 Ph Ph 9-Cbz H H 124120 Ph Ph t-Bu t-Bu t-Bu 124121 Ph Ph Ph t-Bu t-Bu 124122 Ph Ph CN t-Bu t-Bu 124123 Ph Ph DPA t-Bu t-Bu 124124 Ph Ph 2- t-Bu t-Bu DBF 124125 Ph Ph 2- t-Bu t-Bu DBT 124126 Ph Ph 4-t- t-Bu t-Bu BuPh 124127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 124128 Ph Ph 9-Cbz t-Bu t-Bu 124129 Ph Ph Ph Ph Ph 124130 Ph Ph CN Ph Ph 124131 Ph Ph DPA Ph Ph 124132 Ph Ph 2- Ph Ph DBF 124133 Ph Ph 2- Ph Ph DBT 124134 Ph Ph 4-t- Ph Ph BuPh 124135 Ph Ph 1,3- Ph Ph di-t- BuPh 124136 Ph Ph 9-Cbz Ph Ph 124137 Ph Ph t-Bu CN CN 124138 Ph Ph Ph CN CN 124139 Ph Ph CN CN CN 124140 Ph Ph DPA CN CN 124141 Ph Ph 2- CN CN DBF 124142 Ph Ph 2- CN CN DBT 124143 Ph Ph 4-t- CN CN BuPh 124144 Ph Ph 1,3- CN CN di-t- BuPh 124145 Ph Ph 9-Cbz CN CN 124146 Ph Ph t-Bu 9-Cbz 9-Cbz 124147 Ph Ph Ph 9-Cbz 9-Cbz 124148 Ph Ph CN 9-Cbz 9-Cbz 124149 Ph Ph DPA 9-Cbz 9-Cbz 124150 Ph Ph 2- 9-Cbz 9-Cbz DBF 124151 Ph Ph 2- 9-Cbz 9-Cbz DBT 124152 Ph Ph 4-t- 9-Cbz 9-Cbz BuPh 124153 Ph Ph 1,3- 9-Cbz 9-Cbz di-t- BuPh 124154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 124155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 124156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 124157 Ph Ph CN 4-t- 4-t- BuPh BuPh 124158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 124159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 124160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 124161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 124162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 124163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 124164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 124165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 124166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 124167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 124168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 124169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 124170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 124171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 124172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 124173 9-Cbz 9-Cbz t-Bu H H 124174 9-Cbz 9-Cbz Ph H H 124175 9-Cbz 9-Cbz CN H H 124176 9-Cbz 9-Cbz DPA H H 124177 9-Cbz 9-Cbz 2- H H DBF 124178 9-Cbz 9-Cbz 2- H H DBT 124179 9-Cbz 9-Cbz 4-t- H H BuPh 124180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 124181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 124182 9-Cbz 9-Cbz Ph t-Bu t-Bu 124183 9-Cbz 9-Cbz CN t-Bu t-Bu 124184 9-Cbz 9-Cbz DPA t-Bu t-Bu 124185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 124186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 124187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 124188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 124189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 124190 9-Cbz 9-Cbz t-Bu Ph Ph 124191 9-Cbz 9-Cbz Ph Ph Ph 124192 9-Cbz 9-Cbz CN Ph Ph 124193 9-Cbz 9-Cbz DPA Ph Ph 124194 9-Cbz 9-Cbz 2- Ph Ph DBF 124195 9-Cbz 9-Cbz 2- Ph Ph DBT 124196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 124197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 124198 9-Cbz 9-Cbz 9-Cbz Ph Ph 124199 9-Cbz 9-Cbz t-Bu CN CN 124200 9-Cbz 9-Cbz Ph CN CN 124201 9-Cbz 9-Cbz CN CN CN 124202 9-Cbz 9-Cbz DPA CN CN 124203 9-Cbz 9-Cbz 2- CN CN DBF 124204 9-Cbz 9-Cbz 2- CN CN DBT 124205 9-Cbz 9-Cbz 4-t- CN CN BuPh 124206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 124207 9-Cbz 9-Cbz 9-Cbz CN CN 124208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 124209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 124210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 124211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 124212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBF 124213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBT 124214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 124215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 124216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 124217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 124218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 124219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 124220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 124221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 124222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 124223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 124224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 124225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 124226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 124227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 124228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 124229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 124230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 124231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 124232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 124233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 124234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 124235 CN CN t-Bu H H 124236 CN CN Ph H H 124237 CN CN DPA H H 124238 CN CN 2- H H DBF 124239 CN CN 2- H H DBT 124240 CN CN 4-t- H H BuPh 124241 CN CN 1,3- H H di-t- BuPh 124242 CN CN 9-Cbz H H 124243 CN CN t-Bu t-Bu t-Bu 124244 CN CN Ph t-Bu t-Bu 124245 CN CN CN t-Bu t-Bu 124246 CN CN DPA t-Bu t-Bu 124247 CN CN 2- t-Bu t-Bu DBF 124248 CN CN 2- t-Bu t-Bu DBT 124249 CN CN 4-t- t-Bu t-Bu BuPh 124250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 124251 CN CN 9-Cbz t-Bu t-Bu 124252 CN CN t-Bu Ph Ph 124253 CN CN Ph Ph Ph 124254 CN CN CN Ph Ph 124255 CN CN DPA Ph Ph 124256 CN CN 2- Ph Ph DBF 124257 CN CN 2- Ph Ph DBT 124258 CN CN 4-t- Ph Ph BuPh 124259 CN CN 1,3- Ph Ph di-t- BuPh 124260 CN CN 9-Cbz Ph Ph 124261 CN CN t-Bu CN CN 124262 CN CN Ph CN CN 124263 CN CN CN CN CN 124264 CN CN DPA CN CN 124265 CN CN 2- CN CN DBF 124266 CN CN 2- CN CN DBT 124267 CN CN 4-t- CN CN BuPh 124268 CN CN 1,3- CN CN di-t- BuPh 124269 CN CN 9-Cbz CN CN 124270 CN CN t-Bu 9-Cbz 9-Cbz 124271 CN CN Ph 9-Cbz 9-Cbz 124272 CN CN CN 9-Cbz 9-Cbz 124273 CN CN DPA 9-Cbz 9-Cbz 124274 CN CN 2- 9-Cbz 9-Cbz DBF 124275 CN CN 2- 9-Cbz 9-Cbz DBT 124276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 124277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 124278 CN CN 9-Cbz 9-Cbz 9-Cbz 124279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 124280 CN CN Ph 4-t- 4-t- BuPh BuPh 124281 CN CN CN 4-t- 4-t- BuPh BuPh 124282 CN CN DPA 4-t- 4-t- BuPh BuPh 124283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 124284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 124285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 124286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 124287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 124288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 124289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 124290 CN CN CN 1,3- 1,3- di-t- di-t- BuPh BuPh 124291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 124292 CN CN 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 124293 CN CN 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 124294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 124295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 124296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 124297 4-t- 4-t- t-Bu H H BuPh BuPh 124298 4-t- 4-t- Ph H H BuPh BuPh 124299 4-t- 4-t- CN H H BuPh BuPh 124300 4-t- 4-t- DPA H H BuPh BuPh 124301 4-t- 4-t- 2- H H BuPh BuPh DBF 124302 4-t- 4-t- 2- H H BuPh BuPh DBT 124303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 124304 4-t- 4-t- 9-Cbz H H BuPh BuPh 124305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 124306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 124307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 124308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 124309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 124310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 124311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 124312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 124313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 124314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 124315 4-t- 4-t- Ph Ph Ph BuPh BuPh 124316 4-t- 4-t- CN Ph Ph BuPh BuPh 124317 4-t- 4-t- DPA Ph Ph BuPh BuPh 124318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 124319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 124320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 124321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 124322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 124323 4-t- 4-t- t-Bu CN CN BuPh BuPh 124324 4-t- 4-t- Ph CN CN BuPh BuPh 124325 4-t- 4-t- CN CN CN BuPh BuPh 124326 4-t- 4-t- DPA CN CN BuPh BuPh 124327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 124328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 124329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 124330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 124331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 124332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 124333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 124334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 124335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 124336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 124337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 124338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 124339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 124340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 124341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 124342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 124343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 124344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 124345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 124346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 124347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 124348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 124349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 124350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 124351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 124352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 124353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 124354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 124355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 124356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 124357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 124358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 124359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 124360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 124361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 124362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 124363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 124364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 124365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 124366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 124367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 124368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 124369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 124370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 124371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 124372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 124373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 124374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 124375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 124376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 124377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 124378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 124379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 124380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 124381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 124382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 124383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 124384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 124385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 124386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 124387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 124388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 124389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 124390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 124391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 124392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 124393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 124394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 124395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 124396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 124397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 124398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 124399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 124400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 124401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 124402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 124403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 124404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 124405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 124406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 124407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 124408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 124409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 124410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 124411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 124412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 124413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 124414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 124415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 124416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 124417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 124418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 124419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 124420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC6

The heterocyclic compound may be represented by Formula 14-1, and substituents may be defined as shown in Table 6.

TABLE 6 Compound No. R_(11b) R_(12c) R_(15C) R_(18b) R_(19b) 141001 t-Bu t-Bu t-Bu t-Bu t-Bu 141002 Ph Ph t-Bu Ph Ph 141003 t-Bu t-Bu H H H 141004 H H t-Bu H H 141005 H H H t-Bu t-Bu 141006 t-Bu t-Bu t-Bu H H 141007 H H t-Bu t-Bu t-Bu 141008 t-Bu t-Bu H t-Bu t-Bu 141009 Ph Ph H H H 141010 H H Ph H H 141011 H H H Ph Ph 141012 Ph Ph Ph H H 141013 H H Ph Ph Ph 141014 Ph Ph H Ph Ph 141015 CN CN H H H 141016 H H CN H H 141017 H H H CN CN 141018 CN CN CN H H 141019 H H CN CN CN 141020 CN CN H CN CN 141021 9-Cbz 9-Cbz H H H 141022 H H 9-Cbz H H 141023 H H H 9-Cbz 9-Cbz 141024 9-Cbz 9-Cbz 9-Cbz H H 141025 H H 9-Cbz 9-Cbz 9-Cbz 141026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 141027 Me Me H H H 141028 H H Me H H 141029 H H H Me Me 141030 Me Me Me H H 141031 H H Me Me Me 141032 Me Me H Me Me 141033 CD₃ CD3 H H H 141034 H H CD3 H H 141035 H H H CD3 CD3 141036 CD3 CD3 CD3 H H 141037 H H CD3 CD3 CD3 141038 CD3 CD3 H CD3 CD3 141039 4-t- 4-t- H H H BuPh BuPh 141040 H H 4-t- H H BuPh 141041 H H H 4-t- 4-t- BuPh BuPh 141042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 141043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 141044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 141045 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 141046 H H 1,3- H H di-t- BuPh 141047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 141048 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 141049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 141050 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 141051 t-Bu t-Bu Ph H H 141052 t-Bu t-Bu CN H H 141053 t-Bu t-Bu DPA H H 141054 t-Bu t-Bu 2- H H DBF 141055 t-Bu t-Bu 2- H H DBT 141056 t-Bu t-Bu 4-t- H H BuPh 141057 t-Bu t-Bu 1,3- H H di-t- BuPh 141058 t-Bu t-Bu 9-Cbz H H 141059 t-Bu t-Bu Ph t-Bu t-Bu 141060 t-Bu t-Bu CN t-Bu t-Bu 141061 t-Bu t-Bu DPA t-Bu t-Bu 141062 t-Bu t-Bu 2- t-Bu t-Bu DBF 141063 t-Bu t-Bu 2- t-Bu t-Bu DBT 141064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 141065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 141066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 141067 t-Bu t-Bu t-Bu Ph Ph 141068 t-Bu t-Bu Ph Ph Ph 141069 t-Bu t-Bu CN Ph Ph 141070 t-Bu t-Bu DPA Ph Ph 141071 t-Bu t-Bu 2- Ph Ph DBF 141072 t-Bu t-Bu 2- Ph Ph DBT 141073 t-Bu t-Bu 4-t- Ph Ph BuPh 141074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 141075 t-Bu t-Bu 9-Cbz Ph Ph 141076 t-Bu t-Bu t-Bu CN CN 141077 t-Bu t-Bu Ph CN CN 141078 t-Bu t-Bu CN CN CN 141079 t-Bu t-Bu DPA CN CN 141080 t-Bu t-Bu 2- CN CN DBF 141081 t-Bu t-Bu 2- CN CN DBT 141082 t-Bu t-Bu 4-t- CN CN BuPh 141083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 141084 t-Bu t-Bu 9-Cbz CN CN 141085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 141086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 141087 t-Bu t-Bu CN 9-Cbz 9-Cbz 141088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 141089 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 141090 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 141091 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 141092 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 141093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 141094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 141095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 141096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 141097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 141098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh 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141158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 141159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 141160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 141161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 141162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 141163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 141164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 141165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 141166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 141167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 141168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 141169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 141170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 141171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 141172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 141173 9-Cbz 9-Cbz t-Bu H H 141174 9-Cbz 9-Cbz Ph H H 141175 9-Cbz 9-Cbz CN H H 141176 9-Cbz 9-Cbz DPA H H 141177 9-Cbz 9-Cbz 2- H H DBF 141178 9-Cbz 9-Cbz 2- H H DBT 141179 9-Cbz 9-Cbz 4-t- H H BuPh 141180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 141181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 141182 9-Cbz 9-Cbz Ph t-Bu t-Bu 141183 9-Cbz 9-Cbz CN t-Bu t-Bu 141184 9-Cbz 9-Cbz DPA t-Bu t-Bu 141185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 141186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 141187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 141188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 141189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 141190 9-Cbz 9-Cbz t-Bu Ph Ph 141191 9-Cbz 9-Cbz Ph Ph Ph 141192 9-Cbz 9-Cbz CN Ph Ph 141193 9-Cbz 9-Cbz DPA Ph Ph 141194 9-Cbz 9-Cbz 2- Ph Ph DBF 141195 9-Cbz 9-Cbz 2- Ph Ph DBT 141196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 141197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 141198 9-Cbz 9-Cbz 9-Cbz Ph Ph 141199 9-Cbz 9-Cbz t-Bu CN CN 141200 9-Cbz 9-Cbz Ph CN CN 141201 9-Cbz 9-Cbz CN CN CN 141202 9-Cbz 9-Cbz DPA CN CN 141203 9-Cbz 9-Cbz 2- CN CN DBF 141204 9-Cbz 9-Cbz 2- CN CN DBT 141205 9-Cbz 9-Cbz 4-t- CN CN BuPh 141206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 141207 9-Cbz 9-Cbz 9-Cbz CN CN 141208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 141209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 141210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 141211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 141212 9-Cbz 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CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 141295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 141296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 141297 4-t- 4-t- t-Bu H H BuPh BuPh 141298 4-t- 4-t- Ph H H BuPh BuPh 141299 4-t- 4-t- CN H H BuPh BuPh 141300 4-t- 4-t- DPA H H BuPh BuPh 141301 4-t- 4-t- 2- H H BuPh BuPh DBF 141302 4-t- 4-t- 2- H H BuPh BuPh DBT 141303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 141304 4-t- 4-t- 9-Cbz H H BuPh BuPh 141305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 141306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 141307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 141308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 141309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 141310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 141311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 141312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 141313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 141314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 141315 4-t- 4-t- Ph Ph Ph BuPh BuPh 141316 4-t- 4-t- CN Ph Ph BuPh BuPh 141317 4-t- 4-t- DPA Ph Ph BuPh BuPh 141318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 141319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 141320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 141321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 141322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 141323 4-t- 4-t- t-Bu CN CN BuPh BuPh 141324 4-t- 4-t- Ph CN CN BuPh BuPh 141325 4-t- 4-t- CN CN CN BuPh BuPh 141326 4-t- 4-t- DPA CN CN BuPh BuPh 141327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 141328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 141329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 141330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 141331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 141332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 141333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 141334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 141335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 141336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 141337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 141338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 141339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 141340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 141341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 141342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 141343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 141344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 141345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 141346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 141347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 141348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 141349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 141350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 141351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 141352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 141353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 141354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 141355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 141356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 141357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 141358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 141359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 141360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 141361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 141362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 141363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 141364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 141365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 141366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 141367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 141368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 141369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 141370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 141371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 141372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 141373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 141374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 141375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 141376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 141377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 141378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 141379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 141380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 141381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 141382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 141383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 141384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 141385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 141386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 141387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 141388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 141389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 141390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 141391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 141392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 141393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 141394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 141395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 141396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 141397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 141398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 141399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 141400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 141401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 141402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 141403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 141404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 141405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 141406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 141407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 141408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 141409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 141410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 141411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 141412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 141413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 141414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 141415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 141416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 141417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 141418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 141419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 141420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC7

The heterocyclic compound may be represented by Formula 14-3, and substituents may be defined as shown in Table 7.

TABLE 7 Compound No. R_(11b) R_(12c) R_(15C) R_(18b) R_(19b) 143001 t-Bu t-Bu t-Bu t-Bu t-Bu 143002 Ph Ph t-Bu Ph Ph 143003 t-Bu t-Bu H H H 143004 H H t-Bu H H 143005 H H H t-Bu t-Bu 143006 t-Bu t-Bu t-Bu H H 143007 H H t-Bu t-Bu t-Bu 143008 t-Bu t-Bu H t-Bu t-Bu 143009 Ph Ph H H H 143010 H H Ph H H 143011 H H H Ph Ph 143012 Ph Ph Ph H H 143013 H H Ph Ph Ph 143014 Ph Ph H Ph Ph 143015 CN CN H H H 143016 H H CN H H 143017 H H H CN CN 143018 CN CN CN H H 143019 H H CN CN CN 143020 CN CN H CN CN 143021 9-Cbz 9-Cbz H H H 143022 H H 9-Cbz H H 143023 H H H 9-Cbz 9-Cbz 143024 9-Cbz 9-Cbz 9-Cbz H H 143025 H H 9-Cbz 9-Cbz 9-Cbz 143026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 143027 Me Me H H H 143028 H H Me H H 143029 H H H Me Me 143030 Me Me Me H H 143031 H H Me Me Me 143032 Me Me H Me Me 143033 CD₃ CD3 H H H 143034 H H CD3 H H 143035 H H H CD3 CD3 143036 CD3 CD3 CD3 H H 143037 H H CD3 CD3 CD3 143038 CD3 CD3 H CD3 CD3 143039 4-t- 4-t- H H H BuPh BuPh 143040 H H 4-t- H H BuPh 143041 H H H 4-t- 4-t- BuPh BuPh 143042 4-t- 4-t- 4-t- H H BuPh BuPh BuPh 143043 H H 4-t- 4-t- 4-t- BuPh BuPh BuPh 143044 4-t- 4-t- H 4-t- 4-t- BuPh BuPh BuPh BuPh 143045 1,3- 1,3- H H H di-t- di-t- BuPh BuPh 143046 H H 1,3- H H di-t- BuPh 143047 H H H 1,3- 1,3- di-t- di-t- BuPh BuPh 143048 1,3- 1,3- 1,3- H H di-t- di-t- di-t- BuPh BuPh BuPh 143049 H H 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 143050 1,3- 1,3- H 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 143051 t-Bu t-Bu Ph H H 143052 t-Bu t-Bu CN H H 143053 t-Bu t-Bu DPA H H 143054 t-Bu t-Bu 2- H H DBF 143055 t-Bu t-Bu 2- H H DBT 143056 t-Bu t-Bu 4-t- H H BuPh 143057 t-Bu t-Bu 1,3- H H di-t- BuPh 143058 t-Bu t-Bu 9-Cbz H H 143059 t-Bu t-Bu Ph t-Bu t-Bu 143060 t-Bu t-Bu CN t-Bu t-Bu 143061 t-Bu t-Bu DPA t-Bu t-Bu 143062 t-Bu t-Bu 2- t-Bu t-Bu DBF 143063 t-Bu t-Bu 2- t-Bu t-Bu DBT 143064 t-Bu t-Bu 4-t- t-Bu t-Bu BuPh 143065 t-Bu t-Bu 1,3- t-Bu t-Bu di-t- BuPh 143066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 143067 t-Bu t-Bu t-Bu Ph Ph 143068 t-Bu t-Bu Ph Ph Ph 143069 t-Bu t-Bu CN Ph Ph 143070 t-Bu t-Bu DPA Ph Ph 143071 t-Bu t-Bu 2- Ph Ph DBF 143072 t-Bu t-Bu 2- Ph Ph DBT 143073 t-Bu t-Bu 4-t- Ph Ph BuPh 143074 t-Bu t-Bu 1,3- Ph Ph di-t- BuPh 143075 t-Bu t-Bu 9-Cbz Ph Ph 143076 t-Bu t-Bu t-Bu CN CN 143077 t-Bu t-Bu Ph CN CN 143078 t-Bu t-Bu CN CN CN 143079 t-Bu t-Bu DPA CN CN 143080 t-Bu t-Bu 2- CN CN DBF 143081 t-Bu t-Bu 2- CN CN DBT 143082 t-Bu t-Bu 4-t- CN CN BuPh 143083 t-Bu t-Bu 1,3- CN CN di-t- BuPh 143084 t-Bu t-Bu 9-Cbz CN CN 143085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 143086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 143087 t-Bu t-Bu CN 9-Cbz 9-Cbz 143088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 143089 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBF 143090 t-Bu t-Bu 2- 9-Cbz 9-Cbz DBT 143091 t-Bu t-Bu 4-t- 9-Cbz 9-Cbz BuPh 143092 t-Bu t-Bu 1,3- 9-Cbz 9-Cbz di-t- BuPh 143093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 143094 t-Bu t-Bu t-Bu 4-t- 4-t- BuPh BuPh 143095 t-Bu t-Bu Ph 4-t- 4-t- BuPh BuPh 143096 t-Bu t-Bu CN 4-t- 4-t- BuPh BuPh 143097 t-Bu t-Bu DPA 4-t- 4-t- BuPh BuPh 143098 t-Bu t-Bu 2- 4-t- 4-t- DBF BuPh BuPh 143099 t-Bu t-Bu 2- 4-t- 4-t- DBT BuPh BuPh 143100 t-Bu t-Bu 4-t- 4-t- 4-t- BuPh BuPh BuPh 143101 t-Bu t-Bu 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 143102 t-Bu t-Bu 9-Cbz 4-t- 4-t- BuPh BuPh 143103 t-Bu t-Bu t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 143104 t-Bu t-Bu Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 143105 t-Bu t-Bu CN 1,3- 1,3- di-t- di-t- BuPh BuPh 143106 t-Bu t-Bu DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 143107 t-Bu t-Bu 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 143108 t-Bu t-Bu 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 143109 t-Bu t-Bu 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 143110 t-Bu t-Bu 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 143111 t-Bu t-Bu 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 143112 Ph Ph t-Bu H H 143113 Ph Ph CN H H 143114 Ph Ph DPA H H 143115 Ph Ph 2- H H DBF 143116 Ph Ph 2- H H DBT 143117 Ph Ph 4-t- H H BuPh 143118 Ph Ph 1,3- H H di-t- BuPh 143119 Ph Ph 9-Cbz H H 143120 Ph Ph t-Bu t-Bu t-Bu 143121 Ph Ph Ph t-Bu t-Bu 143122 Ph Ph CN t-Bu t-Bu 143123 Ph Ph DPA t-Bu t-Bu 143124 Ph Ph 2- t-Bu t-Bu DBF 143125 Ph Ph 2- t-Bu t-Bu DBT 143126 Ph Ph 4-t- t-Bu t-Bu BuPh 143127 Ph Ph 1,3- t-Bu t-Bu di-t- BuPh 143128 Ph Ph 9-Cbz t-Bu t-Bu 143129 Ph Ph Ph Ph Ph 143130 Ph Ph CN Ph Ph 143131 Ph Ph DPA Ph Ph 143132 Ph Ph 2- Ph Ph DBF 143133 Ph Ph 2- Ph Ph DBT 143134 Ph Ph 4-t- Ph Ph BuPh 143135 Ph Ph 1,3- Ph Ph di-t- BuPh 143136 Ph Ph 9-Cbz Ph Ph 143137 Ph Ph t-Bu CN CN 143138 Ph Ph Ph CN CN 143139 Ph Ph CN CN CN 143140 Ph Ph DPA CN CN 143141 Ph Ph 2- CN CN DBF 143142 Ph Ph 2- CN CN DBT 143143 Ph Ph 4-t- CN CN BuPh 143144 Ph Ph 1,3- CN CN di-t- BuPh 143145 Ph Ph 9-Cbz CN CN 143146 Ph Ph t-Bu 9-Cbz 9-Cbz 143147 Ph Ph Ph 9-Cbz 9-Cbz 143148 Ph Ph CN 9-Cbz 9-Cbz 143149 Ph Ph DPA 9-Cbz 9-Cbz 143150 Ph Ph 2- 9-Cbz 9-Cbz DBF 143151 Ph Ph 2- 9-Cbz 9-Cbz DBT 143152 Ph Ph 4-t- 9-Cbz 9-Cbz BuPh 143153 Ph Ph 1,3- 9-Cbz 9-Cbz di-t- BuPh 143154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 143155 Ph Ph t-Bu 4-t- 4-t- BuPh BuPh 143156 Ph Ph Ph 4-t- 4-t- BuPh BuPh 143157 Ph Ph CN 4-t- 4-t- BuPh BuPh 143158 Ph Ph DPA 4-t- 4-t- BuPh BuPh 143159 Ph Ph 2- 4-t- 4-t- DBF BuPh BuPh 143160 Ph Ph 2- 4-t- 4-t- DBT BuPh BuPh 143161 Ph Ph 4-t- 4-t- 4-t- BuPh BuPh BuPh 143162 Ph Ph 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 143163 Ph Ph 9-Cbz 4-t- 4-t- BuPh BuPh 143164 Ph Ph t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 143165 Ph Ph Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 143166 Ph Ph CN 1,3- 1,3- di-t- di-t- BuPh BuPh 143167 Ph Ph DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 143168 Ph Ph 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 143169 Ph Ph 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 143170 Ph Ph 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 143171 Ph Ph 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 143172 Ph Ph 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 143173 9-Cbz 9-Cbz t-Bu H H 143174 9-Cbz 9-Cbz Ph H H 143175 9-Cbz 9-Cbz CN H H 143176 9-Cbz 9-Cbz DPA H H 143177 9-Cbz 9-Cbz 2- H H DBF 143178 9-Cbz 9-Cbz 2- H H DBT 143179 9-Cbz 9-Cbz 4-t- H H BuPh 143180 9-Cbz 9-Cbz 1,3- H H di-t- BuPh 143181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 143182 9-Cbz 9-Cbz Ph t-Bu t-Bu 143183 9-Cbz 9-Cbz CN t-Bu t-Bu 143184 9-Cbz 9-Cbz DPA t-Bu t-Bu 143185 9-Cbz 9-Cbz 2- t-Bu t-Bu DBF 143186 9-Cbz 9-Cbz 2- t-Bu t-Bu DBT 143187 9-Cbz 9-Cbz 4-t- t-Bu t-Bu BuPh 143188 9-Cbz 9-Cbz 1,3- t-Bu t-Bu di-t- BuPh 143189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 143190 9-Cbz 9-Cbz t-Bu Ph Ph 143191 9-Cbz 9-Cbz Ph Ph Ph 143192 9-Cbz 9-Cbz CN Ph Ph 143193 9-Cbz 9-Cbz DPA Ph Ph 143194 9-Cbz 9-Cbz 2- Ph Ph DBF 143195 9-Cbz 9-Cbz 2- Ph Ph DBT 143196 9-Cbz 9-Cbz 4-t- Ph Ph BuPh 143197 9-Cbz 9-Cbz 1,3- Ph Ph di-t- BuPh 143198 9-Cbz 9-Cbz 9-Cbz Ph Ph 143199 9-Cbz 9-Cbz t-Bu CN CN 143200 9-Cbz 9-Cbz Ph CN CN 143201 9-Cbz 9-Cbz CN CN CN 143202 9-Cbz 9-Cbz DPA CN CN 143203 9-Cbz 9-Cbz 2- CN CN DBF 143204 9-Cbz 9-Cbz 2- CN CN DBT 143205 9-Cbz 9-Cbz 4-t- CN CN BuPh 143206 9-Cbz 9-Cbz 1,3- CN CN di-t- BuPh 143207 9-Cbz 9-Cbz 9-Cbz CN CN 143208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 143209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 143210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 143211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 143212 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBF 143213 9-Cbz 9-Cbz 2- 9-Cbz 9-Cbz DBT 143214 9-Cbz 9-Cbz 4-t- 9-Cbz 9-Cbz BuPh 143215 9-Cbz 9-Cbz 1,3- 9-Cbz 9-Cbz di-t- BuPh 143216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 143217 9-Cbz 9-Cbz t-Bu 4-t- 4-t- BuPh BuPh 143218 9-Cbz 9-Cbz Ph 4-t- 4-t- BuPh BuPh 143219 9-Cbz 9-Cbz CN 4-t- 4-t- BuPh BuPh 143220 9-Cbz 9-Cbz DPA 4-t- 4-t- BuPh BuPh 143221 9-Cbz 9-Cbz 2- 4-t- 4-t- DBF BuPh BuPh 143222 9-Cbz 9-Cbz 2- 4-t- 4-t- DBT BuPh BuPh 143223 9-Cbz 9-Cbz 4-t- 4-t- 4-t- BuPh BuPh BuPh 143224 9-Cbz 9-Cbz 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 143225 9-Cbz 9-Cbz 9-Cbz 4-t- 4-t- BuPh BuPh 143226 9-Cbz 9-Cbz t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 143227 9-Cbz 9-Cbz Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 143228 9-Cbz 9-Cbz CN 1,3- 1,3- di-t- di-t- BuPh BuPh 143229 9-Cbz 9-Cbz DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 143230 9-Cbz 9-Cbz 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 143231 9-Cbz 9-Cbz 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 143232 9-Cbz 9-Cbz 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 143233 9-Cbz 9-Cbz 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 143234 9-Cbz 9-Cbz 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 143235 CN CN t-Bu H H 143236 CN CN Ph H H 143237 CN CN DPA H H 143238 CN CN 2- H H DBF 143239 CN CN 2- H H DBT 143240 CN CN 4-t- H H BuPh 143241 CN CN 1,3- H H di-t- BuPh 143242 CN CN 9-Cbz H H 143243 CN CN t-Bu t-Bu t-Bu 143244 CN CN Ph t-Bu t-Bu 143245 CN CN CN t-Bu t-Bu 143246 CN CN DPA t-Bu t-Bu 143247 CN CN 2- t-Bu t-Bu DBF 143248 CN CN 2- t-Bu t-Bu DBT 143249 CN CN 4-t- t-Bu t-Bu BuPh 143250 CN CN 1,3- t-Bu t-Bu di-t- BuPh 143251 CN CN 9-Cbz t-Bu t-Bu 143252 CN CN t-Bu Ph Ph 143253 CN CN Ph Ph Ph 143254 CN CN CN Ph Ph 143255 CN CN DPA Ph Ph 143256 CN CN 2- Ph Ph DBF 143257 CN CN 2- Ph Ph DBT 143258 CN CN 4-t- Ph Ph BuPh 143259 CN CN 1,3- Ph Ph di-t- BuPh 143260 CN CN 9-Cbz Ph Ph 143261 CN CN t-Bu CN CN 143262 CN CN Ph CN CN 143263 CN CN CN CN CN 143264 CN CN DPA CN CN 143265 CN CN 2- CN CN DBF 143266 CN CN 2- CN CN DBT 143267 CN CN 4-t- CN CN BuPh 143268 CN CN 1,3- CN CN di-t- BuPh 143269 CN CN 9-Cbz CN CN 143270 CN CN t-Bu 9-Cbz 9-Cbz 143271 CN CN Ph 9-Cbz 9-Cbz 143272 CN CN CN 9-Cbz 9-Cbz 143273 CN CN DPA 9-Cbz 9-Cbz 143274 CN CN 2- 9-Cbz 9-Cbz DBF 143275 CN CN 2- 9-Cbz 9-Cbz DBT 143276 CN CN 4-t- 9-Cbz 9-Cbz BuPh 143277 CN CN 1,3- 9-Cbz 9-Cbz di-t- BuPh 143278 CN CN 9-Cbz 9-Cbz 9-Cbz 143279 CN CN t-Bu 4-t- 4-t- BuPh BuPh 143280 CN CN Ph 4-t- 4-t- BuPh BuPh 143281 CN CN CN 4-t- 4-t- BuPh BuPh 143282 CN CN DPA 4-t- 4-t- BuPh BuPh 143283 CN CN 2- 4-t- 4-t- DBF BuPh BuPh 143284 CN CN 2- 4-t- 4-t- DBT BuPh BuPh 143285 CN CN 4-t- 4-t- 4-t- BuPh BuPh BuPh 143286 CN CN 1,3- 4-t- 4-t- di-t- BuPh BuPh BuPh 143287 CN CN 9-Cbz 4-t- 4-t- BuPh BuPh 143288 CN CN t-Bu 1,3- 1,3- di-t- di-t- BuPh BuPh 143289 CN CN Ph 1,3- 1,3- di-t- di-t- BuPh BuPh 143290 CN CN CN 1,3- 1,3- di-t- di-t- BuPh BuPh 143291 CN CN DPA 1,3- 1,3- di-t- di-t- BuPh BuPh 143292 CN CN 2- 1,3- 1,3- DBF di-t- di-t- BuPh BuPh 143293 CN CN 2- 1,3- 1,3- DBT di-t- di-t- BuPh BuPh 143294 CN CN 4-t- 1,3- 1,3- BuPh di-t- di-t- BuPh BuPh 143295 CN CN 1,3- 1,3- 1,3- di-t- di-t- di-t- BuPh BuPh BuPh 143296 CN CN 9-Cbz 1,3- 1,3- di-t- di-t- BuPh BuPh 143297 4-t- 4-t- t-Bu H H BuPh BuPh 143298 4-t- 4-t- Ph H H BuPh BuPh 143299 4-t- 4-t- CN H H BuPh BuPh 143300 4-t- 4-t- DPA H H BuPh BuPh 143301 4-t- 4-t- 2- H H BuPh BuPh DBF 143302 4-t- 4-t- 2- H H BuPh BuPh DBT 143303 4-t- 4-t- 1,3- H H BuPh BuPh di-t- BuPh 143304 4-t- 4-t- 9-Cbz H H BuPh BuPh 143305 4-t- 4-t- t-Bu t-Bu t-Bu BuPh BuPh 143306 4-t- 4-t- Ph t-Bu t-Bu BuPh BuPh 143307 4-t- 4-t- CN t-Bu t-Bu BuPh BuPh 143308 4-t- 4-t- DPA t-Bu t-Bu BuPh BuPh 143309 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBF 143310 4-t- 4-t- 2- t-Bu t-Bu BuPh BuPh DBT 143311 4-t- 4-t- 4-t- t-Bu t-Bu BuPh BuPh BuPh 143312 4-t- 4-t- 1,3- t-Bu t-Bu BuPh BuPh di-t- BuPh 143313 4-t- 4-t- 9-Cbz t-Bu t-Bu BuPh BuPh 143314 4-t- 4-t- t-Bu Ph Ph BuPh BuPh 143315 4-t- 4-t- Ph Ph Ph BuPh BuPh 143316 4-t- 4-t- CN Ph Ph BuPh BuPh 143317 4-t- 4-t- DPA Ph Ph BuPh BuPh 143318 4-t- 4-t- 2- Ph Ph BuPh BuPh DBF 143319 4-t- 4-t- 2- Ph Ph BuPh BuPh DBT 143320 4-t- 4-t- 4-t- Ph Ph BuPh BuPh BuPh 143321 4-t- 4-t- 1,3- Ph Ph BuPh BuPh di-t- BuPh 143322 4-t- 4-t- 9-Cbz Ph Ph BuPh BuPh 143323 4-t- 4-t- t-Bu CN CN BuPh BuPh 143324 4-t- 4-t- Ph CN CN BuPh BuPh 143325 4-t- 4-t- CN CN CN BuPh BuPh 143326 4-t- 4-t- DPA CN CN BuPh BuPh 143327 4-t- 4-t- 2- CN CN BuPh BuPh DBF 143328 4-t- 4-t- 2- CN CN BuPh BuPh DBT 143329 4-t- 4-t- 4-t- CN CN BuPh BuPh BuPh 143330 4-t- 4-t- 1,3- CN CN BuPh BuPh di-t- BuPh 143331 4-t- 4-t- 9-Cbz CN CN BuPh BuPh 143332 4-t- 4-t- t-Bu 9-Cbz 9-Cbz BuPh BuPh 143333 4-t- 4-t- Ph 9-Cbz 9-Cbz BuPh BuPh 143334 4-t- 4-t- CN 9-Cbz 9-Cbz BuPh BuPh 143335 4-t- 4-t- DPA 9-Cbz 9-Cbz BuPh BuPh 143336 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBF 143337 4-t- 4-t- 2- 9-Cbz 9-Cbz BuPh BuPh DBT 143338 4-t- 4-t- 4-t- 9-Cbz 9-Cbz BuPh BuPh BuPh 143339 4-t- 4-t- 1,3- 9-Cbz 9-Cbz BuPh BuPh di-t- BuPh 143340 4-t- 4-t- 9-Cbz 9-Cbz 9-Cbz BuPh BuPh 143341 4-t- 4-t- t-Bu 4-t- 4-t- BuPh BuPh BuPh BuPh 143342 4-t- 4-t- Ph 4-t- 4-t- BuPh BuPh BuPh BuPh 143343 4-t- 4-t- CN 4-t- 4-t- BuPh BuPh BuPh BuPh 143344 4-t- 4-t- DPA 4-t- 4-t- BuPh BuPh BuPh BuPh 143345 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBF BuPh BuPh 143346 4-t- 4-t- 2- 4-t- 4-t- BuPh BuPh DBT BuPh BuPh 143347 4-t- 4-t- 4-t- 4-t- 4-t- BuPh BuPh BuPh BuPh BuPh 143348 4-t- 4-t- 1,3- 4-t- 4-t- BuPh BuPh di-t- BuPh BuPh BuPh 143349 4-t- 4-t- 9-Cbz 4-t- 4-t- BuPh BuPh BuPh BuPh 143350 4-t- 4-t- t-Bu 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 143351 4-t- 4-t- Ph 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 143352 4-t- 4-t- CN 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 143353 4-t- 4-t- DPA 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 143354 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBF di-t- di-t- BuPh BuPh 143355 4-t- 4-t- 2- 1,3- 1,3- BuPh BuPh DBT di-t- di-t- BuPh BuPh 143356 4-t- 4-t- 4-t- 1,3- 1,3- BuPh BuPh BuPh di-t- di-t- BuPh BuPh 143357 4-t- 4-t- 1,3- 1,3- 1,3- BuPh BuPh di-t- di-t- di-t- BuPh BuPh BuPh 143358 4-t- 4-t- 9-Cbz 1,3- 1,3- BuPh BuPh di-t- di-t- BuPh BuPh 143359 1,3- 1,3- t-Bu H H di-t- di-t- BuPh BuPh 143360 1,3- 1,3- Ph H H di-t- di-t- BuPh BuPh 143361 1,3- 1,3- CN H H di-t- di-t- BuPh BuPh 143362 1,3- 1,3- DPA H H di-t- di-t- BuPh BuPh 143363 1,3- 1,3- 2- H H di-t- di-t- DBF BuPh BuPh 143364 1,3- 1,3- 2- H H di-t- di-t- DBT BuPh BuPh 143365 1,3- 1,3- 4-t- H H di-t- di-t- BuPh BuPh BuPh 143366 1,3- 1,3- 9-Cbz H H di-t- di-t- BuPh BuPh 143367 1,3- 1,3- t-Bu t-Bu t-Bu di-t- di-t- BuPh BuPh 143368 1,3- 1,3- Ph t-Bu t-Bu di-t- di-t- BuPh BuPh 143369 1,3- 1,3- CN t-Bu t-Bu di-t- di-t- BuPh BuPh 143370 1,3- 1,3- DPA t-Bu t-Bu di-t- di-t- BuPh BuPh 143371 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBF BuPh BuPh 143372 1,3- 1,3- 2- t-Bu t-Bu di-t- di-t- DBT BuPh BuPh 143373 1,3- 1,3- 4-t- t-Bu t-Bu di-t- di-t- BuPh BuPh BuPh 143374 1,3- 1,3- 1,3- t-Bu t-Bu di-t- di-t- di-t- BuPh BuPh BuPh 143375 1,3- 1,3- 9-Cbz t-Bu t-Bu di-t- di-t- BuPh BuPh 143376 1,3- 1,3- t-Bu Ph Ph di-t- di-t- BuPh BuPh 143377 1,3- 1,3- Ph Ph Ph di-t- di-t- BuPh BuPh 143378 1,3- 1,3- CN Ph Ph di-t- di-t- BuPh BuPh 143379 1,3- 1,3- DPA Ph Ph di-t- di-t- BuPh BuPh 143380 1,3- 1,3- 2- Ph Ph di-t- di-t- DBF BuPh BuPh 143381 1,3- 1,3- 2- Ph Ph di-t- di-t- DBT BuPh BuPh 143382 1,3- 1,3- 4-t- Ph Ph di-t- di-t- BuPh BuPh BuPh 143383 1,3- 1,3- 1,3- Ph Ph di-t- di-t- di-t- BuPh BuPh BuPh 143384 1,3- 1,3- 9-Cbz Ph Ph di-t- di-t- BuPh BuPh 143385 1,3- 1,3- t-Bu CN CN di-t- di-t- BuPh BuPh 143386 1,3- 1,3- Ph CN CN di-t- di-t- BuPh BuPh 143387 1,3- 1,3- CN CN CN di-t- di-t- BuPh BuPh 143388 1,3- 1,3- DPA CN CN di-t- di-t- BuPh BuPh 143389 1,3- 1,3- 2- CN CN di-t- di-t- DBF BuPh BuPh 143390 1,3- 1,3- 2- CN CN di-t- di-t- DBT BuPh BuPh 143391 1,3- 1,3- 4-t- CN CN di-t- di-t- BuPh BuPh BuPh 143392 1,3- 1,3- 1,3- CN CN di-t- di-t- di-t- BuPh BuPh BuPh 143393 1,3- 1,3- 9-Cbz CN CN di-t- di-t- BuPh BuPh 143394 1,3- 1,3- t-Bu 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 143395 1,3- 1,3- Ph 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 143396 1,3- 1,3- CN 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 143397 1,3- 1,3- DPA 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 143398 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBF BuPh BuPh 143399 1,3- 1,3- 2- 9-Cbz 9-Cbz di-t- di-t- DBT BuPh BuPh 143400 1,3- 1,3- 4-t- 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh BuPh 143401 1,3- 1,3- 1,3- 9-Cbz 9-Cbz di-t- di-t- di-t- BuPh BuPh BuPh 143402 1,3- 1,3- 9-Cbz 9-Cbz 9-Cbz di-t- di-t- BuPh BuPh 143403 1,3- 1,3- t-Bu 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 143404 1,3- 1,3- Ph 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 143405 1,3- 1,3- CN 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 143406 1,3- 1,3- DPA 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 143407 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBF BuPh BuPh BuPh BuPh 143408 1,3- 1,3- 2- 4-t- 4-t- di-t- di-t- DBT BuPh BuPh BuPh BuPh 143409 1,3- 1,3- 4-t- 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 143410 1,3- 1,3- 1,3- 4-t- 4-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 143411 1,3- 1,3- 9-Cbz 4-t- 4-t- di-t- di-t- BuPh BuPh BuPh BuPh 143412 1,3- 1,3- t-Bu 1,3- 1,3- di-t- di-t- dkt- di-t- BuPh BuPh BuPh BuPh 143413 1,3- 1,3- Ph 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 143414 1,3- 1,3- CN 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 143415 1,3- 1,3- DPA 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh 143416 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBF di-t- di-t- BuPh BuPh BuPh BuPh 143417 1,3- 1,3- 2- 1,3- 1,3- di-t- di-t- DBT di-t- di-t- BuPh BuPh BuPh BuPh 143418 1,3- 1,3- 4-t- 1,3- 1,3- di-t- di-t- BuPh di-t- di-t- BuPh BuPh BuPh BuPh 143419 1,3- 1,3- 1,3- 1,3- 1,3- di-t- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh BuPh 143420 1,3- 1,3- 9-Cbz 1,3- 1,3- di-t- di-t- di-t- di-t- BuPh BuPh BuPh BuPh

Group HC8

The heterocyclic compound may be represented by Formula 15-4, and substituents may be defined as shown in Table 8.

TABLE 8 Compound No. R_(11b) R_(12c) R_(15C) R_(18b) R_(19b) 154001 t-Bu t-Bu t-Bu t-Bu t-Bu 154002 Ph Ph t-Bu Ph Ph 154003 t-Bu t-Bu H H H 154004 H H t-Bu H H 154005 H H H t-Bu t-Bu 154006 t-Bu t-Bu t-Bu H H 154007 H H t-Bu t-Bu t-Bu 154008 t-Bu t-Bu H t-Bu t-Bu 154009 Ph Ph H H H 154010 H H Ph H H 154011 H H H Ph Ph 154012 Ph Ph Ph H H 154013 H H Ph Ph Ph 154014 Ph Ph H Ph Ph 154015 CN CN H H H 154016 H H CN H H 154017 H H H CN CN 154018 CN CN CN H H 154019 H H CN CN CN 154020 CN CN H CN CN 154021 9-Cbz 9-Cbz H H H 154022 H H 9-Cbz H H 154023 H H H 9-Cbz 9-Cbz 154024 9-Cbz 9-Cbz 9-Cbz H H 154025 H H 9-Cbz 9-Cbz 9-Cbz 154026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 154027 Me Me H H H 154028 H H Me H H 154029 H H H Me Me 154030 Me Me Me H H 154031 H H Me Me Me 154032 Me Me H Me Me 154033 CD₃ CD3 H H H 154034 H H CD3 H H 154035 H H H CD3 CD3 154036 CD3 CD3 CD3 H H 154037 H H CD3 CD3 CD3 154038 CD3 CD3 H CD3 CD3 154039 4-t-BuPh 4-t-BuPh H H H 154040 H H 4-t-BuPh H H 154041 H H H 4-t-BuPh 4-t-BuPh 154042 4-t-BuPh 4-t-BuPh 4-t-BuPh H H 154043 H H 4-t-BuPh 4-t-BuPh 4-t-BuPh 154044 4-t-BuPh 4-t-BuPh H 4-t-BuPh 4-t-BuPh 154045 1,3-di-t-BuPh 1,3-di-t-BuPh H H H 154046 H H 1,3-di-t-BuPh H H 154047 H H H 1,3-di-t-BuPh 1,3-di-t-BuPh 154048 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh H H 154049 H H 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154050 1,3-di-t-BuPh 1,3-di-t-BuPh H 1,3-di-t-BuPh 1,3-di-t-BuPh 154051 t-Bu t-Bu Ph H H 154052 t-Bu t-Bu CN H H 154053 t-Bu t-Bu DPA H H 154054 t-Bu t-Bu 2-DBF H H 154055 t-Bu t-Bu 2-DBT H H 154056 t-Bu t-Bu 4-t-BuPh H H 154057 t-Bu t-Bu 1,3-di-t-BuPh H H 154058 t-Bu t-Bu 9-Cbz H H 154059 t-Bu t-Bu Ph t-Bu t-Bu 154060 t-Bu t-Bu CN t-Bu t-Bu 154061 t-Bu t-Bu DPA t-Bu t-Bu 154062 t-Bu t-Bu 2-DBF t-Bu t-Bu 154063 t-Bu t-Bu 2-DBT t-Bu t-Bu 154064 t-Bu t-Bu 4-t-BuPh t-Bu t-Bu 154065 t-Bu t-Bu 1,3-di-t-BuPh t-Bu t-Bu 154066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 154067 t-Bu t-Bu t-Bu Ph Ph 154068 t-Bu t-Bu Ph Ph Ph 154069 t-Bu t-Bu CN Ph Ph 154070 t-Bu t-Bu DPA Ph Ph 154071 t-Bu t-Bu 2-DBF Ph Ph 154072 t-Bu t-Bu 2-DBT Ph Ph 154073 t-Bu t-Bu 4-t-BuPh Ph Ph 154074 t-Bu t-Bu 1,3-di-t-BuPh Ph Ph 154075 t-Bu t-Bu 9-Cbz Ph Ph 154076 t-Bu t-Bu t-Bu CN CN 154077 t-Bu t-Bu Ph CN CN 154078 t-Bu t-Bu CN CN CN 154079 t-Bu t-Bu DPA CN CN 154080 t-Bu t-Bu 2-DBF CN CN 154081 t-Bu t-Bu 2-DBT CN CN 154082 t-Bu t-Bu 4-t-BuPh CN CN 154083 t-Bu t-Bu 1,3-di-t-BuPh CN CN 154084 t-Bu t-Bu 9-Cbz CN CN 154085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 154086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 154087 t-Bu t-Bu CN 9-Cbz 9-Cbz 154088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 154089 t-Bu t-Bu 2-DBF 9-Cbz 9-Cbz 154090 t-Bu t-Bu 2-DBT 9-Cbz 9-Cbz 154091 t-Bu t-Bu 4-t-BuPh 9-Cbz 9-Cbz 154092 t-Bu t-Bu 1,3-di-t-BuPh 9-Cbz 9-Cbz 154093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 154094 t-Bu t-Bu t-Bu 4-t-BuPh 4-t-BuPh 154095 t-Bu t-Bu Ph 4-t-BuPh 4-t-BuPh 154096 t-Bu t-Bu CN 4-t-BuPh 4-t-BuPh 154097 t-Bu t-Bu DPA 4-t-BuPh 4-t-BuPh 154098 t-Bu t-Bu 2-DBF 4-t-BuPh 4-t-BuPh 154099 t-Bu t-Bu 2-DBT 4-t-BuPh 4-t-BuPh 154100 t-Bu t-Bu 4-t-BuPh 4-t-BuPh 4-t-BuPh 154101 t-Bu t-Bu 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154102 t-Bu t-Bu 9-Cbz 4-t-BuPh 4-t-BuPh 154103 t-Bu t-Bu t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154104 t-Bu t-Bu Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154105 t-Bu t-Bu CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154106 t-Bu t-Bu DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154107 t-Bu t-Bu 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154108 t-Bu t-Bu 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154109 t-Bu t-Bu 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154110 t-Bu t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154111 t-Bu t-Bu 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 154112 Ph Ph t-Bu H H 154113 Ph Ph CN H H 154114 Ph Ph DPA H H 154115 Ph Ph 2-DBF H H 154116 Ph Ph 2-DBT H H 154117 Ph Ph 4-t-BuPh H H 154118 Ph Ph 1,3-di-t-BuPh H H 154119 Ph Ph 9-Cbz H H 154120 Ph Ph t-Bu t-Bu t-Bu 154121 Ph Ph Ph t-Bu t-Bu 154122 Ph Ph CN t-Bu t-Bu 154123 Ph Ph DPA t-Bu t-Bu 154124 Ph Ph 2-DBF t-Bu t-Bu 154125 Ph Ph 2-DBT t-Bu t-Bu 154126 Ph Ph 4-t-BuPh t-Bu t-Bu 154127 Ph Ph 1,3-di-t-BuPh t-Bu t-Bu 154128 Ph Ph 9-Cbz t-Bu t-Bu 154129 Ph Ph Ph Ph Ph 154130 Ph Ph CN Ph Ph 154131 Ph Ph DPA Ph Ph 154132 Ph Ph 2-DBF Ph Ph 154133 Ph Ph 2-DBT Ph Ph 154134 Ph Ph 4-t-BuPh Ph Ph 154135 Ph Ph 1,3-di-t-BuPh Ph Ph 154136 Ph Ph 9-Cbz Ph Ph 154137 Ph Ph t-Bu CN CN 154138 Ph Ph Ph CN CN 154139 Ph Ph CN CN CN 154140 Ph Ph DPA CN CN 154141 Ph Ph 2-DBF CN CN 154142 Ph Ph 2-DBT CN CN 154143 Ph Ph 4-t-BuPh CN CN 154144 Ph Ph 1,3-di-t-BuPh CN CN 154145 Ph Ph 9-Cbz CN CN 154146 Ph Ph t-Bu 9-Cbz 9-Cbz 154147 Ph Ph Ph 9-Cbz 9-Cbz 154148 Ph Ph CN 9-Cbz 9-Cbz 154149 Ph Ph DPA 9-Cbz 9-Cbz 154150 Ph Ph 2-DBF 9-Cbz 9-Cbz 154151 Ph Ph 2-DBT 9-Cbz 9-Cbz 154152 Ph Ph 4-t-BuPh 9-Cbz 9-Cbz 154153 Ph Ph 1,3-di-t-BuPh 9-Cbz 9-Cbz 154154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 154155 Ph Ph t-Bu 4-t-BuPh 4-t-BuPh 154156 Ph Ph Ph 4-t-BuPh 4-t-BuPh 154157 Ph Ph CN 4-t-BuPh 4-t-BuPh 154158 Ph Ph DPA 4-t-BuPh 4-t-BuPh 154159 Ph Ph 2-DBF 4-t-BuPh 4-t-BuPh 154160 Ph Ph 2-DBT 4-t-BuPh 4-t-BuPh 154161 Ph Ph 4-t-BuPh 4-t-BuPh 4-t-BuPh 154162 Ph Ph 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154163 Ph Ph 9-Cbz 4-t-BuPh 4-t-BuPh 154164 Ph Ph t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154165 Ph Ph Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154166 Ph Ph CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154167 Ph Ph DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154168 Ph Ph 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154169 Ph Ph 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154170 Ph Ph 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154171 Ph Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154172 Ph Ph 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 154173 9-Cbz 9-Cbz t-Bu H H 154174 9-Cbz 9-Cbz Ph H H 154175 9-Cbz 9-Cbz CN H H 154176 9-Cbz 9-Cbz DPA H H 154177 9-Cbz 9-Cbz 2-DBF H H 154178 9-Cbz 9-Cbz 2-DBT H H 154179 9-Cbz 9-Cbz 4-t-BuPh H H 154180 9-Cbz 9-Cbz 1,3-di-t-BuPh H H 154181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 154182 9-Cbz 9-Cbz Ph t-Bu t-Bu 154183 9-Cbz 9-Cbz CN t-Bu t-Bu 154184 9-Cbz 9-Cbz DPA t-Bu t-Bu 154185 9-Cbz 9-Cbz 2-DBF t-Bu t-Bu 154186 9-Cbz 9-Cbz 2-DBT t-Bu t-Bu 154187 9-Cbz 9-Cbz 4-t-BuPh t-Bu t-Bu 154188 9-Cbz 9-Cbz 1,3-di-t-BuPh t-Bu t-Bu 154189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 154190 9-Cbz 9-Cbz t-Bu Ph Ph 154191 9-Cbz 9-Cbz Ph Ph Ph 154192 9-Cbz 9-Cbz CN Ph Ph 154193 9-Cbz 9-Cbz DPA Ph Ph 154194 9-Cbz 9-Cbz 2-DBF Ph Ph 154195 9-Cbz 9-Cbz 2-DBT Ph Ph 154196 9-Cbz 9-Cbz 4-t-BuPh Ph Ph 154197 9-Cbz 9-Cbz 1,3-di-t-BuPh Ph Ph 154198 9-Cbz 9-Cbz 9-Cbz Ph Ph 154199 9-Cbz 9-Cbz t-Bu CN CN 154200 9-Cbz 9-Cbz Ph CN CN 154201 9-Cbz 9-Cbz CN CN CN 154202 9-Cbz 9-Cbz DPA CN CN 154203 9-Cbz 9-Cbz 2-DBF CN CN 154204 9-Cbz 9-Cbz 2-DBT CN CN 154205 9-Cbz 9-Cbz 4-t-BuPh CN CN 154206 9-Cbz 9-Cbz 1,3-di-t-BuPh CN CN 154207 9-Cbz 9-Cbz 9-Cbz CN CN 154208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 154209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 154210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 154211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 154212 9-Cbz 9-Cbz 2-DBF 9-Cbz 9-Cbz 154213 9-Cbz 9-Cbz 2-DBT 9-Cbz 9-Cbz 154214 9-Cbz 9-Cbz 4-t-BuPh 9-Cbz 9-Cbz 154215 9-Cbz 9-Cbz 1,3-di-t-BuPh 9-Cbz 9-Cbz 154216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 154217 9-Cbz 9-Cbz t-Bu 4-t-BuPh 4-t-BuPh 154218 9-Cbz 9-Cbz Ph 4-t-BuPh 4-t-BuPh 154219 9-Cbz 9-Cbz CN 4-t-BuPh 4-t-BuPh 154220 9-Cbz 9-Cbz DPA 4-t-BuPh 4-t-BuPh 154221 9-Cbz 9-Cbz 2-DBF 4-t-BuPh 4-t-BuPh 154222 9-Cbz 9-Cbz 2-DBT 4-t-BuPh 4-t-BuPh 154223 9-Cbz 9-Cbz 4-t-BuPh 4-t-BuPh 4-t-BuPh 154224 9-Cbz 9-Cbz 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154225 9-Cbz 9-Cbz 9-Cbz 4-t-BuPh 4-t-BuPh 154226 9-Cbz 9-Cbz t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154227 9-Cbz 9-Cbz Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154228 9-Cbz 9-Cbz CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154229 9-Cbz 9-Cbz DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154230 9-Cbz 9-Cbz 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154231 9-Cbz 9-Cbz 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154232 9-Cbz 9-Cbz 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154233 9-Cbz 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154234 9-Cbz 9-Cbz 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 154235 CN CN t-Bu H H 154236 CN CN Ph H H 154237 CN CN DPA H H 154238 CN CN 2-DBF H H 154239 CN CN 2-DBT H H 154240 CN CN 4-t-BuPh H H 154241 CN CN 1,3-di-t-BuPh H H 154242 CN CN 9-Cbz H H 154243 CN CN t-Bu t-Bu t-Bu 154244 CN CN Ph t-Bu t-Bu 154245 CN CN CN t-Bu t-Bu 154246 CN CN DPA t-Bu t-Bu 154247 CN CN 2-DBF t-Bu t-Bu 154248 CN CN 2-DBT t-Bu t-Bu 154249 CN CN 4-t-BuPh t-Bu t-Bu 154250 CN CN 1,3-di-t-BuPh t-Bu t-Bu 154251 CN CN 9-Cbz t-Bu t-Bu 154252 CN CN t-Bu Ph Ph 154253 CN CN Ph Ph Ph 154254 CN CN CN Ph Ph 154255 CN CN DPA Ph Ph 154256 CN CN 2-DBF Ph Ph 154257 CN CN 2-DBT Ph Ph 154258 CN CN 4-t-BuPh Ph Ph 154259 CN CN 1,3-di-t-BuPh Ph Ph 154260 CN CN 9-Cbz Ph Ph 154261 CN CN t-Bu CN CN 154262 CN CN Ph CN CN 154263 CN CN CN CN CN 154264 CN CN DPA CN CN 154265 CN CN 2-DBF CN CN 154266 CN CN 2-DBT CN CN 154267 CN CN 4-t-BuPh CN CN 154268 CN CN 1,3-di-t-BuPh CN CN 154269 CN CN 9-Cbz CN CN 154270 CN CN t-Bu 9-Cbz 9-Cbz 154271 CN CN Ph 9-Cbz 9-Cbz 154272 CN CN CN 9-Cbz 9-Cbz 154273 CN CN DPA 9-Cbz 9-Cbz 154274 CN CN 2-DBF 9-Cbz 9-Cbz 154275 CN CN 2-DBT 9-Cbz 9-Cbz 154276 CN CN 4-t-BuPh 9-Cbz 9-Cbz 154277 CN CN 1,3-di-t-BuPh 9-Cbz 9-Cbz 154278 CN CN 9-Cbz 9-Cbz 9-Cbz 154279 CN CN t-Bu 4-t-BuPh 4-t-BuPh 154280 CN CN Ph 4-t-BuPh 4-t-BuPh 154281 CN CN CN 4-t-BuPh 4-t-BuPh 154282 CN CN DPA 4-t-BuPh 4-t-BuPh 154283 CN CN 2-DBF 4-t-BuPh 4-t-BuPh 154284 CN CN 2-DBT 4-t-BuPh 4-t-BuPh 154285 CN CN 4-t-BuPh 4-t-BuPh 4-t-BuPh 154286 CN CN 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154287 CN CN 9-Cbz 4-t-BuPh 4-t-BuPh 154288 CN CN t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154289 CN CN Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154290 CN CN CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154291 CN CN DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154292 CN CN 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154293 CN CN 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154294 CN CN 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154295 CN CN 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154296 CN CN 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 154297 4-t-BuPh 4-t-BuPh t-Bu H H 154298 4-t-BuPh 4-t-BuPh Ph H H 154299 4-t-BuPh 4-t-BuPh CN H H 154300 4-t-BuPh 4-t-BuPh DPA H H 154301 4-t-BuPh 4-t-BuPh 2-DBF H H 154302 4-t-BuPh 4-t-BuPh 2-DBT H H 154303 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh H H 154304 4-t-BuPh 4-t-BuPh 9-Cbz H H 154305 4-t-BuPh 4-t-BuPh t-Bu t-Bu t-Bu 154306 4-t-BuPh 4-t-BuPh Ph t-Bu t-Bu 154307 4-t-BuPh 4-t-BuPh CN t-Bu t-Bu 154308 4-t-BuPh 4-t-BuPh DPA t-Bu t-Bu 154309 4-t-BuPh 4-t-BuPh 2-DBF t-Bu t-Bu 154310 4-t-BuPh 4-t-BuPh 2-DBT t-Bu t-Bu 154311 4-t-BuPh 4-t-BuPh 4-t-BuPh t-Bu t-Bu 154312 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu 154313 4-t-BuPh 4-t-BuPh 9-Cbz t-Bu t-Bu 154314 4-t-BuPh 4-t-BuPh t-Bu Ph Ph 154315 4-t-BuPh 4-t-BuPh Ph Ph Ph 154316 4-t-BuPh 4-t-BuPh CN Ph Ph 154317 4-t-BuPh 4-t-BuPh DPA Ph Ph 154318 4-t-BuPh 4-t-BuPh 2-DBF Ph Ph 154319 4-t-BuPh 4-t-BuPh 2-DBT Ph Ph 154320 4-t-BuPh 4-t-BuPh 4-t-BuPh Ph Ph 154321 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh Ph Ph 154322 4-t-BuPh 4-t-BuPh 9-Cbz Ph Ph 154323 4-t-BuPh 4-t-BuPh t-Bu CN CN 154324 4-t-BuPh 4-t-BuPh Ph CN CN 154325 4-t-BuPh 4-t-BuPh CN CN CN 154326 4-t-BuPh 4-t-BuPh DPA CN CN 154327 4-t-BuPh 4-t-BuPh 2-DBF CN CN 154328 4-t-BuPh 4-t-BuPh 2-DBT CN CN 154329 4-t-BuPh 4-t-BuPh 4-t-BuPh CN CN 154330 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh CN CN 154331 4-t-BuPh 4-t-BuPh 9-Cbz CN CN 154332 4-t-BuPh 4-t-BuPh t-Bu 9-Cbz 9-Cbz 154333 4-t-BuPh 4-t-BuPh Ph 9-Cbz 9-Cbz 154334 4-t-BuPh 4-t-BuPh CN 9-Cbz 9-Cbz 154335 4-t-BuPh 4-t-BuPh DPA 9-Cbz 9-Cbz 154336 4-t-BuPh 4-t-BuPh 2-DBF 9-Cbz 9-Cbz 154337 4-t-BuPh 4-t-BuPh 2-DBT 9-Cbz 9-Cbz 154338 4-t-BuPh 4-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 154339 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 154340 4-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 9-Cbz 154341 4-t-BuPh 4-t-BuPh t-Bu 4-t-BuPh 4-t-BuPh 154342 4-t-BuPh 4-t-BuPh Ph 4-t-BuPh 4-t-BuPh 154343 4-t-BuPh 4-t-BuPh CN 4-t-BuPh 4-t-BuPh 154344 4-t-BuPh 4-t-BuPh DPA 4-t-BuPh 4-t-BuPh 154345 4-t-BuPh 4-t-BuPh 2-DBF 4-t-BuPh 4-t-BuPh 154346 4-t-BuPh 4-t-BuPh 2-DBT 4-t-BuPh 4-t-BuPh 154347 4-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 154348 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154349 4-t-BuPh 4-t-BuPh 9-Cbz 4-t-BuPh 4-t-BuPh 154350 4-t-BuPh 4-t-BuPh t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154351 4-t-BuPh 4-t-BuPh Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154352 4-t-BuPh 4-t-BuPh CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154353 4-t-BuPh 4-t-BuPh DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154354 4-t-BuPh 4-t-BuPh 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154355 4-t-BuPh 4-t-BuPh 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154356 4-t-BuPh 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154357 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154358 4-t-BuPh 4-t-BuPh 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 154359 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu H H 154360 1,3-di-t-BuPh 1,3-di-t-BuPh Ph H H 154361 1,3-di-t-BuPh 1,3-di-t-BuPh CN H H 154362 1,3-di-t-BuPh 1,3-di-t-BuPh DPA H H 154363 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF H H 154364 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT H H 154365 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh H H 154366 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz H H 154367 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu t-Bu 154368 1,3-di-t-BuPh 1,3-di-t-BuPh Ph t-Bu t-Bu 154369 1,3-di-t-BuPh 1,3-di-t-BuPh CN t-Bu t-Bu 154370 1,3-di-t-BuPh 1,3-di-t-BuPh DPA t-Bu t-Bu 154371 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF t-Bu t-Bu 154372 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT t-Bu t-Bu 154373 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh t-Bu t-Bu 154374 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu 154375 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz t-Bu t-Bu 154376 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu Ph Ph 154377 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph Ph 154378 1,3-di-t-BuPh 1,3-di-t-BuPh CN Ph Ph 154379 1,3-di-t-BuPh 1,3-di-t-BuPh DPA Ph Ph 154380 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF Ph Ph 154381 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT Ph Ph 154382 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh Ph Ph 154383 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph 154384 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz Ph Ph 154385 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu CN CN 154386 1,3-di-t-BuPh 1,3-di-t-BuPh Ph CN CN 154387 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN CN 154388 1,3-di-t-BuPh 1,3-di-t-BuPh DPA CN CN 154389 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF CN CN 154390 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT CN CN 154391 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh CN CN 154392 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN 154393 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz CN CN 154394 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 9-Cbz 9-Cbz 154395 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 9-Cbz 9-Cbz 154396 1,3-di-t-BuPh 1,3-di-t-BuPh CN 9-Cbz 9-Cbz 154397 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 9-Cbz 9-Cbz 154398 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 9-Cbz 9-Cbz 154399 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 9-Cbz 9-Cbz 154400 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 154401 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 154402 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 9-Cbz 154403 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 4-t-BuPh 4-t-BuPh 154404 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 4-t-BuPh 4-t-BuPh 154405 1,3-di-t-BuPh 1,3-di-t-BuPh CN 4-t-BuPh 4-t-BuPh 154406 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 4-t-BuPh 4-t-BuPh 154407 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 4-t-BuPh 4-t-BuPh 154408 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 4-t-BuPh 4-t-BuPh 154409 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 154410 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 154411 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 4-t-BuPh 4-t-BuPh 154412 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 154413 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 154414 1,3-di-t-BuPh 1,3-di-t-BuPh CN 1,3-di-t-BuPh 1,3-di-t-BuPh 154415 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 154416 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 154417 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 154418 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154419 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 154420 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh

Group HC9

The heterocyclic compound may be represented by Formula 16-4, and substituents may be defined as shown in Table 9.

TABLE 9 Compound No. R_(11b) R_(12c) R_(15C) R_(18b) R_(19b) 164001 t-Bu t-Bu t-Bu t-Bu t-Bu 164002 Ph Ph t-Bu Ph Ph 164003 t-Bu t-Bu H H H 164004 H H t-Bu H H 164005 H H H t-Bu t-Bu 164006 t-Bu t-Bu t-Bu H H 164007 H H t-Bu t-Bu t-Bu 164008 t-Bu t-Bu H t-Bu t-Bu 164009 Ph Ph H H H 164010 H H Ph H H 164011 H H H Ph Ph 164012 Ph Ph Ph H H 164013 H H Ph Ph Ph 164014 Ph Ph H Ph Ph 164015 CN CN H H H 164016 H H CN H H 164017 H H H CN CN 164018 CN CN CN H H 164019 H H CN CN CN 164020 CN CN H CN CN 164021 9-Cbz 9-Cbz H H H 164022 H H 9-Cbz H H 164023 H H H 9-Cbz 9-Cbz 164024 9-Cbz 9-Cbz 9-Cbz H H 164025 H H 9-Cbz 9-Cbz 9-Cbz 164026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 164027 Me Me H H H 164028 H H Me H H 164029 H H H Me Me 164030 Me Me Me H H 164031 H H Me Me Me 164032 Me Me H Me Me 164033 CD₃ CD3 H H H 164034 H H CD3 H H 164035 H H H CD3 CD3 164036 CD3 CD3 CD3 H H 164037 H H CD3 CD3 CD3 164038 CD3 CD3 H CD3 CD3 164039 4-t-BuPh 4-t-BuPh H H H 164040 H H 4-t-BuPh H H 164041 H H H 4-t-BuPh 4-t-BuPh 164042 4-t-BuPh 4-t-BuPh 4-t-BuPh H H 164043 H H 4-t-BuPh 4-t-BuPh 4-t-BuPh 164044 4-t-BuPh 4-t-BuPh H 4-t-BuPh 4-t-BuPh 164045 1,3-di-t-BuPh 1,3-di-t-BuPh H H H 164046 H H 1,3-di-t-BuPh H H 164047 H H H 1,3-di-t-BuPh 1,3-di-t-BuPh 164048 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh H H 164049 H H 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 164050 1,3-di-t-BuPh 1,3-di-t-BuPh H 1,3-di-t-BuPh 1,3-di-t-BuPh 164051 t-Bu t-Bu Ph H H 164052 t-Bu t-Bu CN H H 164053 t-Bu t-Bu DPA H H 164054 t-Bu t-Bu 2-DBF H H 164055 t-Bu t-Bu 2-DBT H H 164056 t-Bu t-Bu 4-t-BuPh H H 164057 t-Bu t-Bu 1,3-di-t-BuPh H H 164058 t-Bu t-Bu 9-Cbz H H 164059 t-Bu t-Bu Ph t-Bu t-Bu 164060 t-Bu t-Bu CN t-Bu t-Bu 164061 t-Bu t-Bu DPA t-Bu t-Bu 164062 t-Bu t-Bu 2-DBF t-Bu t-Bu 164063 t-Bu t-Bu 2-DBT t-Bu t-Bu 164064 t-Bu t-Bu 4-t-BuPh t-Bu t-Bu 164065 t-Bu t-Bu 1,3-di-t-BuPh t-Bu t-Bu 164066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 164067 t-Bu t-Bu t-Bu Ph Ph 164068 t-Bu t-Bu Ph Ph Ph 164069 t-Bu t-Bu CN Ph Ph 164070 t-Bu t-Bu DPA Ph Ph 164071 t-Bu t-Bu 2-DBF Ph Ph 164072 t-Bu t-Bu 2-DBT Ph Ph 164073 t-Bu t-Bu 4-t-BuPh Ph Ph 164074 t-Bu t-Bu 1,3-di-t-BuPh Ph Ph 164075 t-Bu t-Bu 9-Cbz Ph Ph 164076 t-Bu t-Bu t-Bu CN CN 164077 t-Bu t-Bu Ph CN CN 164078 t-Bu t-Bu CN CN CN 164079 t-Bu t-Bu DPA CN CN 164080 t-Bu t-Bu 2-DBF CN CN 164081 t-Bu t-Bu 2-DBT CN CN 164082 t-Bu t-Bu 4-t-BuPh CN CN 164083 t-Bu t-Bu 1,3-di-t-BuPh CN CN 164084 t-Bu t-Bu 9-Cbz CN CN 164085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 164086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 164087 t-Bu t-Bu CN 9-Cbz 9-Cbz 164088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 164089 t-Bu t-Bu 2-DBF 9-Cbz 9-Cbz 164090 t-Bu t-Bu 2-DBT 9-Cbz 9-Cbz 164091 t-Bu t-Bu 4-t-BuPh 9-Cbz 9-Cbz 164092 t-Bu t-Bu 1,3-di-t-BuPh 9-Cbz 9-Cbz 164093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 164094 t-Bu t-Bu t-Bu 4-t-BuPh 4-t-BuPh 164095 t-Bu t-Bu Ph 4-t-BuPh 4-t-BuPh 164096 t-Bu t-Bu CN 4-t-BuPh 4-t-BuPh 164097 t-Bu t-Bu DPA 4-t-BuPh 4-t-BuPh 164098 t-Bu t-Bu 2-DBF 4-t-BuPh 4-t-BuPh 164099 t-Bu t-Bu 2-DBT 4-t-BuPh 4-t-BuPh 164100 t-Bu t-Bu 4-t-BuPh 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164371 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF t-Bu t-Bu 164372 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT t-Bu t-Bu 164373 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh t-Bu t-Bu 164374 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu 164375 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz t-Bu t-Bu 164376 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu Ph Ph 164377 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph Ph 164378 1,3-di-t-BuPh 1,3-di-t-BuPh CN Ph Ph 164379 1,3-di-t-BuPh 1,3-di-t-BuPh DPA Ph Ph 164380 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF Ph Ph 164381 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT Ph Ph 164382 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh Ph Ph 164383 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph 164384 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz Ph Ph 164385 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu CN CN 164386 1,3-di-t-BuPh 1,3-di-t-BuPh Ph CN CN 164387 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN CN 164388 1,3-di-t-BuPh 1,3-di-t-BuPh DPA CN CN 164389 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF CN CN 164390 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT CN CN 164391 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh CN CN 164392 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN 164393 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz CN CN 164394 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 9-Cbz 9-Cbz 164395 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 9-Cbz 9-Cbz 164396 1,3-di-t-BuPh 1,3-di-t-BuPh CN 9-Cbz 9-Cbz 164397 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 9-Cbz 9-Cbz 164398 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 9-Cbz 9-Cbz 164399 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 9-Cbz 9-Cbz 164400 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 164401 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 164402 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 9-Cbz 164403 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 4-t-BuPh 4-t-BuPh 164404 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 4-t-BuPh 4-t-BuPh 164405 1,3-di-t-BuPh 1,3-di-t-BuPh CN 4-t-BuPh 4-t-BuPh 164406 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 4-t-BuPh 4-t-BuPh 164407 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 4-t-BuPh 4-t-BuPh 164408 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 4-t-BuPh 4-t-BuPh 164409 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 164410 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 164411 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 4-t-BuPh 4-t-BuPh 164412 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 164413 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 164414 1,3-di-t-BuPh 1,3-di-t-BuPh CN 1,3-di-t-BuPh 1,3-di-t-BuPh 164415 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 164416 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 164417 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 164418 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 164419 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 164420 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh

Group HC10

The heterocyclic compound may be represented by Formula 17-4, and substituents may be defined as shown in Table 10.

TABLE 10 Compound No. R_(11b) R_(12c) R_(15C) R_(18b) R_(19b) 174001 t-Bu t-Bu t-Bu t-Bu t-Bu 174002 Ph Ph t-Bu Ph Ph 174003 t-Bu t-Bu H H H 174004 H H t-Bu H H 174005 H H H t-Bu t-Bu 174006 t-Bu t-Bu t-Bu H H 174007 H H t-Bu t-Bu t-Bu 174008 t-Bu t-Bu H t-Bu t-Bu 174009 Ph Ph H H H 174010 H H Ph H H 174011 H H H Ph Ph 174012 Ph Ph Ph H H 174013 H H Ph Ph Ph 174014 Ph Ph H Ph Ph 174015 CN CN H H H 174016 H H CN H H 174017 H H H CN CN 174018 CN CN CN H H 174019 H H CN CN CN 174020 CN CN H CN CN 174021 9-Cbz 9-Cbz H H H 174022 H H 9-Cbz H H 174023 H H H 9-Cbz 9-Cbz 174024 9-Cbz 9-Cbz 9-Cbz H H 174025 H H 9-Cbz 9-Cbz 9-Cbz 174026 9-Cbz 9-Cbz H 9-Cbz 9-Cbz 174027 Me Me H H H 174028 H H Me H H 174029 H H H Me Me 174030 Me Me Me H H 174031 H H Me Me Me 174032 Me Me H Me Me 174033 CD₃ CD3 H H H 174034 H H CD3 H H 174035 H H H CD3 CD3 174036 CD3 CD3 CD3 H H 174037 H H CD3 CD3 CD3 174038 CD3 CD3 H CD3 CD3 174039 4-t-BuPh 4-t-BuPh H H H 174040 H H 4-t-BuPh H H 174041 H H H 4-t-BuPh 4-t-BuPh 174042 4-t-BuPh 4-t-BuPh 4-t-BuPh H H 174043 H H 4-t-BuPh 4-t-BuPh 4-t-BuPh 174044 4-t-BuPh 4-t-BuPh H 4-t-BuPh 4-t-BuPh 174045 1,3-di-t-BuPh 1,3-di-t-BuPh H H H 174046 H H 1,3-di-t-BuPh H H 174047 H H H 1,3-di-t-BuPh 1,3-di-t-BuPh 174048 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh H H 174049 H H 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174050 1,3-di-t-BuPh 1,3-di-t-BuPh H 1,3-di-t-BuPh 1,3-di-t-BuPh 174051 t-Bu t-Bu Ph H H 174052 t-Bu t-Bu CN H H 174053 t-Bu t-Bu DPA H H 174054 t-Bu t-Bu 2-DBF H H 174055 t-Bu t-Bu 2-DBT H H 174056 t-Bu t-Bu 4-t-BuPh H H 174057 t-Bu t-Bu 1,3-di-t-BuPh H H 174058 t-Bu t-Bu 9-Cbz H H 174059 t-Bu t-Bu Ph t-Bu t-Bu 174060 t-Bu t-Bu CN t-Bu t-Bu 174061 t-Bu t-Bu DPA t-Bu t-Bu 174062 t-Bu t-Bu 2-DBF t-Bu t-Bu 174063 t-Bu t-Bu 2-DBT t-Bu t-Bu 174064 t-Bu t-Bu 4-t-BuPh t-Bu t-Bu 174065 t-Bu t-Bu 1,3-di-t-BuPh t-Bu t-Bu 174066 t-Bu t-Bu 9-Cbz t-Bu t-Bu 174067 t-Bu t-Bu t-Bu Ph Ph 174068 t-Bu t-Bu Ph Ph Ph 174069 t-Bu t-Bu CN Ph Ph 174070 t-Bu t-Bu DPA Ph Ph 174071 t-Bu t-Bu 2-DBF Ph Ph 174072 t-Bu t-Bu 2-DBT Ph Ph 174073 t-Bu t-Bu 4-t-BuPh Ph Ph 174074 t-Bu t-Bu 1,3-di-t-BuPh Ph Ph 174075 t-Bu t-Bu 9-Cbz Ph Ph 174076 t-Bu t-Bu t-Bu CN CN 174077 t-Bu t-Bu Ph CN CN 174078 t-Bu t-Bu CN CN CN 174079 t-Bu t-Bu DPA CN CN 174080 t-Bu t-Bu 2-DBF CN CN 174081 t-Bu t-Bu 2-DBT CN CN 174082 t-Bu t-Bu 4-t-BuPh CN CN 174083 t-Bu t-Bu 1,3-di-t-BuPh CN CN 174084 t-Bu t-Bu 9-Cbz CN CN 174085 t-Bu t-Bu t-Bu 9-Cbz 9-Cbz 174086 t-Bu t-Bu Ph 9-Cbz 9-Cbz 174087 t-Bu t-Bu CN 9-Cbz 9-Cbz 174088 t-Bu t-Bu DPA 9-Cbz 9-Cbz 174089 t-Bu t-Bu 2-DBF 9-Cbz 9-Cbz 174090 t-Bu t-Bu 2-DBT 9-Cbz 9-Cbz 174091 t-Bu t-Bu 4-t-BuPh 9-Cbz 9-Cbz 174092 t-Bu t-Bu 1,3-di-t-BuPh 9-Cbz 9-Cbz 174093 t-Bu t-Bu 9-Cbz 9-Cbz 9-Cbz 174094 t-Bu t-Bu t-Bu 4-t-BuPh 4-t-BuPh 174095 t-Bu t-Bu Ph 4-t-BuPh 4-t-BuPh 174096 t-Bu t-Bu CN 4-t-BuPh 4-t-BuPh 174097 t-Bu t-Bu DPA 4-t-BuPh 4-t-BuPh 174098 t-Bu t-Bu 2-DBF 4-t-BuPh 4-t-BuPh 174099 t-Bu t-Bu 2-DBT 4-t-BuPh 4-t-BuPh 174100 t-Bu t-Bu 4-t-BuPh 4-t-BuPh 4-t-BuPh 174101 t-Bu t-Bu 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174102 t-Bu t-Bu 9-Cbz 4-t-BuPh 4-t-BuPh 174103 t-Bu t-Bu t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174104 t-Bu t-Bu Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174105 t-Bu t-Bu CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174106 t-Bu t-Bu DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174107 t-Bu t-Bu 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174108 t-Bu t-Bu 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174109 t-Bu t-Bu 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174110 t-Bu t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174111 t-Bu t-Bu 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 174112 Ph Ph t-Bu H H 174113 Ph Ph CN H H 174114 Ph Ph DPA H H 174115 Ph Ph 2-DBF H H 174116 Ph Ph 2-DBT H H 174117 Ph Ph 4-t-BuPh H H 174118 Ph Ph 1,3-di-t-BuPh H H 174119 Ph Ph 9-Cbz H H 174120 Ph Ph t-Bu t-Bu t-Bu 174121 Ph Ph Ph t-Bu t-Bu 174122 Ph Ph CN t-Bu t-Bu 174123 Ph Ph DPA t-Bu t-Bu 174124 Ph Ph 2-DBF t-Bu t-Bu 174125 Ph Ph 2-DBT t-Bu t-Bu 174126 Ph Ph 4-t-BuPh t-Bu t-Bu 174127 Ph Ph 1,3-di-t-BuPh t-Bu t-Bu 174128 Ph Ph 9-Cbz t-Bu t-Bu 174129 Ph Ph Ph Ph Ph 174130 Ph Ph CN Ph Ph 174131 Ph Ph DPA Ph Ph 174132 Ph Ph 2-DBF Ph Ph 174133 Ph Ph 2-DBT Ph Ph 174134 Ph Ph 4-t-BuPh Ph Ph 174135 Ph Ph 1,3-di-t-BuPh Ph Ph 174136 Ph Ph 9-Cbz Ph Ph 174137 Ph Ph t-Bu CN CN 174138 Ph Ph Ph CN CN 174139 Ph Ph CN CN CN 174140 Ph Ph DPA CN CN 174141 Ph Ph 2-DBF CN CN 174142 Ph Ph 2-DBT CN CN 174143 Ph Ph 4-t-BuPh CN CN 174144 Ph Ph 1,3-di-t-BuPh CN CN 174145 Ph Ph 9-Cbz CN CN 174146 Ph Ph t-Bu 9-Cbz 9-Cbz 174147 Ph Ph Ph 9-Cbz 9-Cbz 174148 Ph Ph CN 9-Cbz 9-Cbz 174149 Ph Ph DPA 9-Cbz 9-Cbz 174150 Ph Ph 2-DBF 9-Cbz 9-Cbz 174151 Ph Ph 2-DBT 9-Cbz 9-Cbz 174152 Ph Ph 4-t-BuPh 9-Cbz 9-Cbz 174153 Ph Ph 1,3-di-t-BuPh 9-Cbz 9-Cbz 174154 Ph Ph 9-Cbz 9-Cbz 9-Cbz 174155 Ph Ph t-Bu 4-t-BuPh 4-t-BuPh 174156 Ph Ph Ph 4-t-BuPh 4-t-BuPh 174157 Ph Ph CN 4-t-BuPh 4-t-BuPh 174158 Ph Ph DPA 4-t-BuPh 4-t-BuPh 174159 Ph Ph 2-DBF 4-t-BuPh 4-t-BuPh 174160 Ph Ph 2-DBT 4-t-BuPh 4-t-BuPh 174161 Ph Ph 4-t-BuPh 4-t-BuPh 4-t-BuPh 174162 Ph Ph 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174163 Ph Ph 9-Cbz 4-t-BuPh 4-t-BuPh 174164 Ph Ph t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174165 Ph Ph Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174166 Ph Ph CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174167 Ph Ph DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174168 Ph Ph 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174169 Ph Ph 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174170 Ph Ph 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174171 Ph Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174172 Ph Ph 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 174173 9-Cbz 9-Cbz t-Bu H H 174174 9-Cbz 9-Cbz Ph H H 174175 9-Cbz 9-Cbz CN H H 174176 9-Cbz 9-Cbz DPA H H 174177 9-Cbz 9-Cbz 2-DBF H H 174178 9-Cbz 9-Cbz 2-DBT H H 174179 9-Cbz 9-Cbz 4-t-BuPh H H 174180 9-Cbz 9-Cbz 1,3-di-t-BuPh H H 174181 9-Cbz 9-Cbz t-Bu t-Bu t-Bu 174182 9-Cbz 9-Cbz Ph t-Bu t-Bu 174183 9-Cbz 9-Cbz CN t-Bu t-Bu 174184 9-Cbz 9-Cbz DPA t-Bu t-Bu 174185 9-Cbz 9-Cbz 2-DBF t-Bu t-Bu 174186 9-Cbz 9-Cbz 2-DBT t-Bu t-Bu 174187 9-Cbz 9-Cbz 4-t-BuPh t-Bu t-Bu 174188 9-Cbz 9-Cbz 1,3-di-t-BuPh t-Bu t-Bu 174189 9-Cbz 9-Cbz 9-Cbz t-Bu t-Bu 174190 9-Cbz 9-Cbz t-Bu Ph Ph 174191 9-Cbz 9-Cbz Ph Ph Ph 174192 9-Cbz 9-Cbz CN Ph Ph 174193 9-Cbz 9-Cbz DPA Ph Ph 174194 9-Cbz 9-Cbz 2-DBF Ph Ph 174195 9-Cbz 9-Cbz 2-DBT Ph Ph 174196 9-Cbz 9-Cbz 4-t-BuPh Ph Ph 174197 9-Cbz 9-Cbz 1,3-di-t-BuPh Ph Ph 174198 9-Cbz 9-Cbz 9-Cbz Ph Ph 174199 9-Cbz 9-Cbz t-Bu CN CN 174200 9-Cbz 9-Cbz Ph CN CN 174201 9-Cbz 9-Cbz CN CN CN 174202 9-Cbz 9-Cbz DPA CN CN 174203 9-Cbz 9-Cbz 2-DBF CN CN 174204 9-Cbz 9-Cbz 2-DBT CN CN 174205 9-Cbz 9-Cbz 4-t-BuPh CN CN 174206 9-Cbz 9-Cbz 1,3-di-t-BuPh CN CN 174207 9-Cbz 9-Cbz 9-Cbz CN CN 174208 9-Cbz 9-Cbz t-Bu 9-Cbz 9-Cbz 174209 9-Cbz 9-Cbz Ph 9-Cbz 9-Cbz 174210 9-Cbz 9-Cbz CN 9-Cbz 9-Cbz 174211 9-Cbz 9-Cbz DPA 9-Cbz 9-Cbz 174212 9-Cbz 9-Cbz 2-DBF 9-Cbz 9-Cbz 174213 9-Cbz 9-Cbz 2-DBT 9-Cbz 9-Cbz 174214 9-Cbz 9-Cbz 4-t-BuPh 9-Cbz 9-Cbz 174215 9-Cbz 9-Cbz 1,3-di-t-BuPh 9-Cbz 9-Cbz 174216 9-Cbz 9-Cbz 9-Cbz 9-Cbz 9-Cbz 174217 9-Cbz 9-Cbz t-Bu 4-t-BuPh 4-t-BuPh 174218 9-Cbz 9-Cbz Ph 4-t-BuPh 4-t-BuPh 174219 9-Cbz 9-Cbz CN 4-t-BuPh 4-t-BuPh 174220 9-Cbz 9-Cbz DPA 4-t-BuPh 4-t-BuPh 174221 9-Cbz 9-Cbz 2-DBF 4-t-BuPh 4-t-BuPh 174222 9-Cbz 9-Cbz 2-DBT 4-t-BuPh 4-t-BuPh 174223 9-Cbz 9-Cbz 4-t-BuPh 4-t-BuPh 4-t-BuPh 174224 9-Cbz 9-Cbz 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174225 9-Cbz 9-Cbz 9-Cbz 4-t-BuPh 4-t-BuPh 174226 9-Cbz 9-Cbz t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174227 9-Cbz 9-Cbz Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174228 9-Cbz 9-Cbz CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174229 9-Cbz 9-Cbz DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174230 9-Cbz 9-Cbz 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174231 9-Cbz 9-Cbz 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174232 9-Cbz 9-Cbz 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174233 9-Cbz 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174234 9-Cbz 9-Cbz 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 174235 CN CN t-Bu H H 174236 CN CN Ph H H 174237 CN CN DPA H H 174238 CN CN 2-DBF H H 174239 CN CN 2-DBT H H 174240 CN CN 4-t-BuPh H H 174241 CN CN 1,3-di-t-BuPh H H 174242 CN CN 9-Cbz H H 174243 CN CN t-Bu t-Bu t-Bu 174244 CN CN Ph t-Bu t-Bu 174245 CN CN CN t-Bu t-Bu 174246 CN CN DPA t-Bu t-Bu 174247 CN CN 2-DBF t-Bu t-Bu 174248 CN CN 2-DBT t-Bu t-Bu 174249 CN CN 4-t-BuPh t-Bu t-Bu 174250 CN CN 1,3-di-t-BuPh t-Bu t-Bu 174251 CN CN 9-Cbz t-Bu t-Bu 174252 CN CN t-Bu Ph Ph 174253 CN CN Ph Ph Ph 174254 CN CN CN Ph Ph 174255 CN CN DPA Ph Ph 174256 CN CN 2-DBF Ph Ph 174257 CN CN 2-DBT Ph Ph 174258 CN CN 4-t-BuPh Ph Ph 174259 CN CN 1,3-di-t-BuPh Ph Ph 174260 CN CN 9-Cbz Ph Ph 174261 CN CN t-Bu CN CN 174262 CN CN Ph CN CN 174263 CN CN CN CN CN 174264 CN CN DPA CN CN 174265 CN CN 2-DBF CN CN 174266 CN CN 2-DBT CN CN 174267 CN CN 4-t-BuPh CN CN 174268 CN CN 1,3-di-t-BuPh CN CN 174269 CN CN 9-Cbz CN CN 174270 CN CN t-Bu 9-Cbz 9-Cbz 174271 CN CN Ph 9-Cbz 9-Cbz 174272 CN CN CN 9-Cbz 9-Cbz 174273 CN CN DPA 9-Cbz 9-Cbz 174274 CN CN 2-DBF 9-Cbz 9-Cbz 174275 CN CN 2-DBT 9-Cbz 9-Cbz 174276 CN CN 4-t-BuPh 9-Cbz 9-Cbz 174277 CN CN 1,3-di-t-BuPh 9-Cbz 9-Cbz 174278 CN CN 9-Cbz 9-Cbz 9-Cbz 174279 CN CN t-Bu 4-t-BuPh 4-t-BuPh 174280 CN CN Ph 4-t-BuPh 4-t-BuPh 174281 CN CN CN 4-t-BuPh 4-t-BuPh 174282 CN CN DPA 4-t-BuPh 4-t-BuPh 174283 CN CN 2-DBF 4-t-BuPh 4-t-BuPh 174284 CN CN 2-DBT 4-t-BuPh 4-t-BuPh 174285 CN CN 4-t-BuPh 4-t-BuPh 4-t-BuPh 174286 CN CN 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174287 CN CN 9-Cbz 4-t-BuPh 4-t-BuPh 174288 CN CN t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174289 CN CN Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174290 CN CN CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174291 CN CN DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174292 CN CN 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174293 CN CN 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174294 CN CN 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174295 CN CN 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174296 CN CN 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 174297 4-t-BuPh 4-t-BuPh t-Bu H H 174298 4-t-BuPh 4-t-BuPh Ph H H 174299 4-t-BuPh 4-t-BuPh CN H H 174300 4-t-BuPh 4-t-BuPh DPA H H 174301 4-t-BuPh 4-t-BuPh 2-DBF H H 174302 4-t-BuPh 4-t-BuPh 2-DBT H H 174303 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh H H 174304 4-t-BuPh 4-t-BuPh 9-Cbz H H 174305 4-t-BuPh 4-t-BuPh t-Bu t-Bu t-Bu 174306 4-t-BuPh 4-t-BuPh Ph t-Bu t-Bu 174307 4-t-BuPh 4-t-BuPh CN t-Bu t-Bu 174308 4-t-BuPh 4-t-BuPh DPA t-Bu t-Bu 174309 4-t-BuPh 4-t-BuPh 2-DBF t-Bu t-Bu 174310 4-t-BuPh 4-t-BuPh 2-DBT t-Bu t-Bu 174311 4-t-BuPh 4-t-BuPh 4-t-BuPh t-Bu t-Bu 174312 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu 174313 4-t-BuPh 4-t-BuPh 9-Cbz t-Bu t-Bu 174314 4-t-BuPh 4-t-BuPh t-Bu Ph Ph 174315 4-t-BuPh 4-t-BuPh Ph Ph Ph 174316 4-t-BuPh 4-t-BuPh CN Ph Ph 174317 4-t-BuPh 4-t-BuPh DPA Ph Ph 174318 4-t-BuPh 4-t-BuPh 2-DBF Ph Ph 174319 4-t-BuPh 4-t-BuPh 2-DBT Ph Ph 174320 4-t-BuPh 4-t-BuPh 4-t-BuPh Ph Ph 174321 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh Ph Ph 174322 4-t-BuPh 4-t-BuPh 9-Cbz Ph Ph 174323 4-t-BuPh 4-t-BuPh t-Bu CN CN 174324 4-t-BuPh 4-t-BuPh Ph CN CN 174325 4-t-BuPh 4-t-BuPh CN CN CN 174326 4-t-BuPh 4-t-BuPh DPA CN CN 174327 4-t-BuPh 4-t-BuPh 2-DBF CN CN 174328 4-t-BuPh 4-t-BuPh 2-DBT CN CN 174329 4-t-BuPh 4-t-BuPh 4-t-BuPh CN CN 174330 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh CN CN 174331 4-t-BuPh 4-t-BuPh 9-Cbz CN CN 174332 4-t-BuPh 4-t-BuPh t-Bu 9-Cbz 9-Cbz 174333 4-t-BuPh 4-t-BuPh Ph 9-Cbz 9-Cbz 174334 4-t-BuPh 4-t-BuPh CN 9-Cbz 9-Cbz 174335 4-t-BuPh 4-t-BuPh DPA 9-Cbz 9-Cbz 174336 4-t-BuPh 4-t-BuPh 2-DBF 9-Cbz 9-Cbz 174337 4-t-BuPh 4-t-BuPh 2-DBT 9-Cbz 9-Cbz 174338 4-t-BuPh 4-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 174339 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 174340 4-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 9-Cbz 174341 4-t-BuPh 4-t-BuPh t-Bu 4-t-BuPh 4-t-BuPh 174342 4-t-BuPh 4-t-BuPh Ph 4-t-BuPh 4-t-BuPh 174343 4-t-BuPh 4-t-BuPh CN 4-t-BuPh 4-t-BuPh 174344 4-t-BuPh 4-t-BuPh DPA 4-t-BuPh 4-t-BuPh 174345 4-t-BuPh 4-t-BuPh 2-DBF 4-t-BuPh 4-t-BuPh 174346 4-t-BuPh 4-t-BuPh 2-DBT 4-t-BuPh 4-t-BuPh 174347 4-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 174348 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174349 4-t-BuPh 4-t-BuPh 9-Cbz 4-t-BuPh 4-t-BuPh 174350 4-t-BuPh 4-t-BuPh t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174351 4-t-BuPh 4-t-BuPh Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174352 4-t-BuPh 4-t-BuPh CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174353 4-t-BuPh 4-t-BuPh DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174354 4-t-BuPh 4-t-BuPh 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174355 4-t-BuPh 4-t-BuPh 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174356 4-t-BuPh 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174357 4-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174358 4-t-BuPh 4-t-BuPh 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh 174359 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu H H 174360 1,3-di-t-BuPh 1,3-di-t-BuPh Ph H H 174361 1,3-di-t-BuPh 1,3-di-t-BuPh CN H H 174362 1,3-di-t-BuPh 1,3-di-t-BuPh DPA H H 174363 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF H H 174364 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT H H 174365 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh H H 174366 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz H H 174367 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu t-Bu 174368 1,3-di-t-BuPh 1,3-di-t-BuPh Ph t-Bu t-Bu 174369 1,3-di-t-BuPh 1,3-di-t-BuPh CN t-Bu t-Bu 174370 1,3-di-t-BuPh 1,3-di-t-BuPh DPA t-Bu t-Bu 174371 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF t-Bu t-Bu 174372 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT t-Bu t-Bu 174373 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh t-Bu t-Bu 174374 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu t-Bu 174375 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz t-Bu t-Bu 174376 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu Ph Ph 174377 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph Ph 174378 1,3-di-t-BuPh 1,3-di-t-BuPh CN Ph Ph 174379 1,3-di-t-BuPh 1,3-di-t-BuPh DPA Ph Ph 174380 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF Ph Ph 174381 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT Ph Ph 174382 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh Ph Ph 174383 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh Ph Ph 174384 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz Ph Ph 174385 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu CN CN 174386 1,3-di-t-BuPh 1,3-di-t-BuPh Ph CN CN 174387 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN CN 174388 1,3-di-t-BuPh 1,3-di-t-BuPh DPA CN CN 174389 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF CN CN 174390 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT CN CN 174391 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh CN CN 174392 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh CN CN 174393 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz CN CN 174394 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 9-Cbz 9-Cbz 174395 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 9-Cbz 9-Cbz 174396 1,3-di-t-BuPh 1,3-di-t-BuPh CN 9-Cbz 9-Cbz 174397 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 9-Cbz 9-Cbz 174398 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 9-Cbz 9-Cbz 174399 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 9-Cbz 9-Cbz 174400 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 9-Cbz 9-Cbz 174401 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 174402 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 9-Cbz 9-Cbz 174403 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 4-t-BuPh 4-t-BuPh 174404 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 4-t-BuPh 4-t-BuPh 174405 1,3-di-t-BuPh 1,3-di-t-BuPh CN 4-t-BuPh 4-t-BuPh 174406 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 4-t-BuPh 4-t-BuPh 174407 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 4-t-BuPh 4-t-BuPh 174408 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 4-t-BuPh 4-t-BuPh 174409 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 4-t-BuPh 174410 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 4-t-BuPh 174411 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 4-t-BuPh 4-t-BuPh 174412 1,3-di-t-BuPh 1,3-di-t-BuPh t-Bu 1,3-di-t-BuPh 1,3-di-t-BuPh 174413 1,3-di-t-BuPh 1,3-di-t-BuPh Ph 1,3-di-t-BuPh 1,3-di-t-BuPh 174414 1,3-di-t-BuPh 1,3-di-t-BuPh CN 1,3-di-t-BuPh 1,3-di-t-BuPh 174415 1,3-di-t-BuPh 1,3-di-t-BuPh DPA 1,3-di-t-BuPh 1,3-di-t-BuPh 174416 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBF 1,3-di-t-BuPh 1,3-di-t-BuPh 174417 1,3-di-t-BuPh 1,3-di-t-BuPh 2-DBT 1,3-di-t-BuPh 1,3-di-t-BuPh 174418 1,3-di-t-BuPh 1,3-di-t-BuPh 4-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174419 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 1,3-di-t-BuPh 174420 1,3-di-t-BuPh 1,3-di-t-BuPh 9-Cbz 1,3-di-t-BuPh 1,3-di-t-BuPh

In Tables 1 to 10, “H” represents hydrogen, “CN” represents a cyano group, “Me” represents a methyl group, “t-Bu” represents a t-butyl group, “Ph” represents a phenyl group, and “4-t-BuPh”, “1,3-di-t-BuPh”, “9-Cbz”, “DPA”, “2-DBF”, and “2-DBT” may be represented by as follows:

wherein, in “4-t-BuPh”, “1,3-di-t-BuPh”, “9-Cbz”, “DPA”, “2-DBF”, and “2-DBT”, * indicates a binding site to an adjacent atom.

In some embodiments, the heterocyclic compound may be represented by one of Formulae 11, 12, and 14 to 17, in Formula 11, ii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₄, and *4 may be Y₁₅, or v) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₄, and *4 may be Y₁₅; in Formula 12, i) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₃, and *4 may be Y₁₄, ii) *1 may be X₁₃, *2 may be X₁₄, *3 may be Y₁₄, and *4 may be Y₁₅, or iv) *1 may be X₁₄, *2 may be X₁₅, *3 may be Y₁₄, and *4 may be Y₁₅; in Formula 14, i) *5 may be X₁₃, *6 may be X₁₄, *7 may be Z₁₄, and *8 may be Z₁₅, iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅, or iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆; in Formula 15, iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; in Formula 16, iii) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₄, and *8 may be Z₁₅; or iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆, and in Formula 17, iv) *5 may be X₁₄, *6 may be X₁₅, *7 may be Z₁₅, and *8 may be Z₁₆,

In some embodiments, the heterocyclic compound may be represented by one of Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4.

In some embodiments, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, R_(11a) to R_(11c), R_(12a) to R_(12d), R_(13a) and R_(13b), R_(14a) to R_(14c), R_(15a) to R_(15d), R_(16a) and R_(16b), R_(17a), R_(18a) to R_(18d), and R_(19a) to R_(19c) may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF₅, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group;

a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group, each substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, or an azadibenzothiophenyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a deuterated C₂-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, or any combination thereof; or

—Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, R_(11a) to R_(11c), R_(12a) to R_(12d), R_(13a) and R_(13b), R_(14a) to R_(14c), R_(15a) to R_(15d), R_(16a) and R_(16b), R_(17a), R_(18a) to R_(18d), and R_(19a) to R_(19c) may each independently be hydrogen, deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a C₂-C₁₀ alkenyl group, a C₁-C₁₀ alkoxy group, a C₁-C₁₀ alkylthio group, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 9-201 to 9-236, a group represented by one of Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-201 to 9-236 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-201 to 10-358, a group represented by one of Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-201 to 10-358 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, R_(11a) to R_(11c), R_(12a) to R_(12d), R_(13a) and R_(13b), R_(14a) to R_(14c), R_(15a) to R_(15d), R_(16a) and R_(16b), R_(17a), R_(18a) to R_(18d), and R_(19a) to R_(19c) may each independently be hydrogen, deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-2 and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, and at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4 may be —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.

In some embodiments, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-2 and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, and at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4 may be —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂),

wherein Q₁ to Q₃ may each independently be:

deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or

an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof, and

the remaining substituents may each be hydrogen.

In some embodiments, the heterocyclic compound may be represented by Formula 11-5.

In some embodiments, the heterocyclic compound may be Group HC2, and in some embodiments, the heterocyclic compound may be Compound 115001 or 115002.

The heterocyclic compound may include three of partial structure represented by

(hereinafter, referred to as an “ICz partial structure”). Accordingly, the heterocyclic compound may have improved multi-resonance characteristics, as compared with a compound including one or two of ICz partial structure. Thus, regardless of ΔE_(ST) value, a rate of reverse inter system crossing (RISC) may increase. Therefore, an organic light-emitting device including the heterocyclic compound may have improved efficiency.

In addition, as the heterocyclic compound may have improved multi-resonance characteristics, the heterocyclic compound may have a relatively small full width at half maximum (FWHM). Thus, an organic light-emitting device including the heterocyclic compound may have an improved colorimetric purity and/or conversion efficiency. For example, a FWHM of the heterocyclic compound may be smaller than 35 nm. In some embodiments, a FWHM of the heterocyclic compound may be 15 nm or less, but embodiments are not limited thereto.

The heterocyclic compound may satisfy Conditions 1 to 4:

ΔE _(ST) >ΔE _(ST2) +ΔE′ _(TT)   Condition 1

0 eV<ΔE _(ST2) +ΔE′ _(TT)≤1.0 eV   Condition 2

0 eV<ΔE′_(TT)≤0.30 eV   Condition 3

ΔE_(ST2)>0 eV   Condition 4

wherein, in Conditions 1 to 4,

ΔE_(ST) indicates a difference between a lowest excited singlet energy level calculated in an S₁ equilibrium structure of the heterocyclic compound and a lowest excited triplet energy level calculated in a T₁ equilibrium structure of the heterocyclic compound,

ΔE_(ST2) indicates a difference between a lowest excited singlet energy level calculated in an S₁ equilibrium structure of the heterocyclic compound and a second lowest excited triplet energy level calculated in a T₂ equilibrium structure of the heterocyclic compound, and

ΔE′_(TT) indicates a difference between a second lowest excited triplet energy level calculated in an T₂ equilibrium structure of the heterocyclic compound and a lowest excited triplet energy level calculated in a T₂ equilibrium structure of the heterocyclic compound.

The equilibrium structure is optimized according to the Turbomole program ([F. Furche et al. WIRESs: Comput. Mol. Sci. 4, 91-100 (2014)]) In some embodiments, structure optimization for T₁, T₂, and S₁ states was performed according to a time-dependent density functional theory (DFT) by using the PBE0 function under Tamm-Dancoff approximation. To obtain normal modes, frequency calculation was performed, and a lowest energy structure was identified. By using the Q-Chem program ([Y. Shao et al. Mol. Phys. 113, 184-215 (2015)]), the nonadiabatic coupling between the excited triplet state and the T₁ state was calculated. In addition, the spin-orbit coupling between TDDFT states was calculated by using the Q-Chem program according to one-electron Breit-Pauli spin-orbit operator. The def2-SVP basis set was used for all atoms.

In some embodiments, the heterocyclic compound may satisfy Condition 3A:

0 eV<ΔE′_(TT)≤0.15 eV   Condition 3A

wherein, in Condition 3A, ΔE′_(TT) may be understood by referring to the description of ΔE′_(TT) provided herein.

In general, compounds having a relatively small ΔE_(ST) value may emit thermal activated delayed fluorescence (TADF). However, even though the ΔE_(ST) value of the heterocyclic compound is relatively great, as the the heterocyclic compound may satisfy Conditions 1 to 4, the heterocyclic compound may emit TADF, and an organic light-emitting device including the heterocyclic compound may have improved efficiency.

Furthermore, by using the heterocyclic compound as a sensitizer, energy transferred to a triplet state may undergo RISC to a singlet state. Then, the singlet energy of the heterocyclic compound may be transferred to a dopant by Förster energy transfer. Thus, the organic light-emitting device may have improved efficiency and lifespan at the same time.

When heterocyclic compound serves as a dopant in an organic light-emitting device, the heterocyclic compound may emit blue light, e.g., blue light having a maximum emission wavelength of about 550 nm or less, for example, blue light having a maximum emission wavelength in a range of about 400 nm to about 500 nm, for example, about 420 nm to about 480 nm, or for example, 460 nm or less. The “maximum emission wavelength” as used herein refers to a wavelength of which the emission intensity is greatest. In other words, the “maximum emission wavelength” may be referred to as “peak emission wavelength”.

When the heterocyclic compound serves as a dopant in an organic light-emitting device, CIEy of the organic light-emitting device may be about 0.07 or less, for example, about 0.061 or less.

A method of synthesizing the heterocyclic compound may be apparent to one of ordinary skill in the art by referring to Synthesis Examples provided herein.

The heterocyclic compound represented by Formula 1 may be suitable for use in an organic layer of an organic light-emitting device, e.g., as a dopant in an emission layer of the organic layer. Thus, according to another aspect, there is provided an organic light-emitting device that may include: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, wherein the organic layer includes an emission layer and at least one of the heterocyclic compound.

Since the organic light-emitting device has an organic layer including the heterocyclic compound, the organic light-emitting device may have a low driving voltage, high efficiency, high power, high quantum efficiency, long lifespan, low roll-off, and excellent color purity.

The heterocyclic compound may be used in a pair of electrodes of an organic light-emitting device. In some embodiments, the heterocyclic compound may be included in an emission layer. In this embodiment, the heterocyclic compound may serve as a dopant and the emission layer may further include a host (that is, an amount of the heterocyclic compound may be smaller than that of the host).

As used herein, the expression the “(organic layer) includes at least one of the heterocyclic compounds” may be construed as meaning that the “(organic layer) may include one heterocyclic compound of Formula 1-1 or 1-2 or two different heterocyclic compounds of Formula 1-1 or 1-2”.

For example, the organic layer may include Compound 115001 only as the heterocyclic compound. In this embodiment, Compound 115001 may be included in the emission layer of the organic light-emitting device. In some embodiments, the organic layer may include Compounds 115001 and 115002 as the heterocyclic compounds. In this embodiment, Compounds 115001 and 115002 may both be included in the same layer (for example, both Compounds 115001 and 115002 may be included in the emission layer).

The first electrode may be an anode, which is a hole injection electrode, and the second electrode may be a cathode, which is an electron injection electrode. In some embodiments, the first electrode may be a cathode, which is an electron injection electrode, and the second electrode may be an anode, which is a hole injection electrode.

For example, in the organic light-emitting device, the first electrode may be an anode, the second electrode may be a cathode, and the organic layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode, wherein the hole transport region may include a hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof, and the electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, a buffer layer, or a combination thereof.

The term “organic layer” as used herein refers to a single and/or a plurality of layers disposed between the first electrode and the second electrode in an organic light-emitting device. The “organic layer” may include not only organic compounds but also organometallic complexes including metals.

In some embodiments, the heterocyclic compound may emit fluorescence and/or delayed fluorescence. The emission layer that may emit fluorescence and/or delayed fluorescence is different from an emission layer that may emit phosphorescence.

Description of FIG. 1

FIG. 1 is a schematic view of an organic light-emitting device 10 according to an exemplary embodiment. Hereinafter a structure and a method of manufacturing the organic light-emitting device 10, according to an embodiment, will be described with reference to FIG. 1 .

In FIG. 1 , an organic light-emitting device 10 includes a first electrode 11, a second electrode 19 facing the first electrode 11, and an organic layer 10A between the first electrode 11 and the second electrode 19.

In FIG. 1 , the organic layer 10A includes an emission layer 15, a hole transport region 12 is between the first electrode 11 and an emission layer 15, and an electron transport region 17 is between the emission layer 15 and the second electrode 19.

A substrate may be additionally disposed under the first electrode 11 or on the second electrode 19. The substrate may be a conventional substrate used in organic light-emitting devices, e.g., a glass substrate or a transparent plastic substrate, each having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water repellency.

First Electrode 11

The first electrode 11 may be produced by depositing or sputtering, onto the substrate, a material for forming the first electrode 11. The first electrode 11 may be an anode. The material for forming the first electrode 11 may be materials with a high work function for easy hole injection.

The first electrode 11 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. When the first electrode 11 is a transmissive electrode, a material for forming the first electrode 11 may be indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), or any combinations thereof, but embodiments are not limited thereto. In some embodiments, when the first electrode 11 is a semi-transmissive electrode or a reflective electrode, as a material for forming the first electrode 11, at least one of magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), or any combination thereof may be used, but embodiments are not limited thereto.

The first electrode 11 may have a single-layered structure or a multi-layered structure including a plurality of layers.

Emission Layer 15

In some embodiments, the emission layer 15 may include the heterocyclic compound.

The thickness of the emission layer may be in a range of about 100 Å to about 1,000 Å, and in some embodiments, about 200 Å to about 600 Å. When the thickness of the emission layer is within any of these ranges, improved luminescence characteristics may be obtained without a substantial increase in driving voltage.

First Embodiment—Descriptions of FIG. 2A

In the First Embodiment, the heterocyclic compound may be a fluorescence emitter. According to the First Embodiment, the emission layer may further include a host (hereinafter, referred to as ‘Host A’, and Host A may not be identical to the heterocyclic compound). Host A may be understood by referring to the description of the host material provided herein, but embodiments are not limited thereto. Host A may be a fluorescent host.

General energy transfer of the First Embodiment may be explained according to FIG. 2A.

Singlet excitons may be produced from Host A in the emission layer, and singlet excitons produced from Host A may be transferred to a fluorescence emitter through Förster energy transfer (FRET).

A ratio of singlet excitons produced from Host A may be 25%, and thus, 75% of triplet excitons produced from Host A may be fused to one another to be converted into singlet excitons. Thus, efficiency of the organic light-emitting device may be further improved. That is, efficiency of an organic light-emitting device may be further improved by using a triplet-triplet fusion mechanism.

According to the First Embodiment, a ratio of emission components emitted from the heterocyclic compound to the total emission components emitted from the emission layer may be about 80% or greater, for example, about 90% or greater. In some embodiments, a ratio of emission components emitted from the heterocyclic compound may be about 95% or greater to the total emission components emitted from the emission layer.

The heterocyclic compound may emit fluorescence, and the host may not emit light.

In the First Embodiment, when the emission layer further includes Host A, in addition to the heterocyclic compound, a content of the heterocyclic compound may be 50 parts by weight or less, e.g., 30 parts by weight or less, based on 100 parts by weight of the emission layer, and a content of Host A in the emission layer may be 50 parts by weight or greater, e.g., 70 parts by weight or greater, based on 100 parts by weight of the emission layer, but embodiments are not limited thereto.

In the First Embodiment, when the emission layer further includes Host A, in addition to the heterocyclic compound, Host A and the heterocyclic compound may satisfy Condition A:

E(H _(A))_(S1) >E _(S1)   Condition A

wherein, in Condition A,

E(H_(A))_(S1) indicates a lowest excited singlet energy level of Host A, and

E_(S1) indicates a lowest excited singlet energy level of the heterocyclic compound.

Here, E(H_(A))_(S1) and E_(S1) may be evaluated by using Gaussian according to density functional theory (DFT) method (wherein structure optimization is performed at a degree of B3LYP, and 6-31G(d,p)).

Second Embodiment—Descriptions of FIG. 2B

In the Second Embodiment, the heterocyclic compound may be a delayed fluorescence emitter. According to the Second Embodiment, the emission layer may further include a host (hereinafter, referred to as ‘Host B’, and Host B may not be identical to the heterocyclic compound). Host B may be understood by referring to the description of the host material provided herein, but embodiments are not limited thereto.

General energy transfer of the Second Embodiment may be explained according to FIG. 2B.

25% of singlet excitons produced from Host B in the emission layer may be transferred to a delayed fluorescence emitter through FRET. In addition, 75% of triplet excitons produced from Host B in the emission layer may be transferred to a delayed fluorescence emitter through Dexter energy transfer. Energy transferred to a triplet state of a delayed fluorescence emitter may undergo RISC to a singlet state. Accordingly, singlet excitons and triplet excitons produced from the emission layer may be transferred to the heterocyclic compound. Thus, the organic light-emitting device may have improved efficiency.

Thus, according to the Second Embodiment, a ratio of emission components emitted from the heterocyclic compound to the total emission components emitted from the emission layer may be about 80% or greater, for example, about 90% or greater. In some embodiments, a ratio of emission components emitted from the heterocyclic compound may be about 95% or greater to the total emission components emitted from the emission layer.

Here, the heterocyclic compound may emit fluorescence and/or delayed fluorescence, and the emission components of the heterocyclic compound may be a total of prompt emission components of the heterocyclic compound and delayed fluorescence components by RISC of the heterocyclic compound. In addition, Host B may not emit light.

In the Second Embodiment, when the emission layer further includes Host B, in addition to the heterocyclic compound, a content of the heterocyclic compound may be 50 parts by weight or less, e.g., 30 parts by weight or less, based on 100 parts by weight of the emission layer, and a content of Host B in the emission layer may be 50 parts by weight or greater, e.g., 70 parts by weight or greater, based on 100 parts by weight of the emission layer, but embodiments are not limited thereto.

In the Second Embodiment, when the emission layer further includes Host B, in addition to the heterocyclic compound, Host B and the heterocyclic compound may satisfy Condition B:

E(H _(B))_(S1) >E _(S1)   Condition B

wherein, in Condition B,

E(H_(B))_(S1) indicates a lowest excited singlet energy level of Host B, and

E_(S1) indicates a lowest excited singlet energy level of the heterocyclic compound.

Here, E(H_(B))_(S1) and E_(S1) may be evaluated by using Gaussian according to density functional theory (DFT) method (wherein structure optimization is performed at a degree of B3LYP, and 6-31G(d,p)).

Third Embodiment and Fourth Embodiment Third Embodiment—Descriptions of FIG. 2C

In the Third Embodiment, the heterocyclic compound may be used as a fluorescence emitter, and the emission layer may include a sensitizer, e.g., a delayed fluorescence sensitizer. In the Third Embodiment, the emission layer may further include a host (hereinafter, the host may be referred to as ‘Host C’, and Host C may not be identical to the heterocyclic compound and the sensitizer) and a sensitizer (hereinafter, the sensitizer may be referred to as ‘Sensitizer A’, and Sensitizer A may not be identical to Host C and the heterocyclic compound). Host C and Sensitizer A may respectively be understood by referring to the description of the host material and the sensitizer material provided herein, but embodiments are not limited thereto.

In the Third Embodiment, a ratio of emission components of the heterocyclic compound may be about 80% or greater, for example, about 90% or greater (or for example, about 95% or greater) to the total emission components emitted from the emission layer. For example, the heterocyclic compound may emit fluorescence. In addition, Host C and Sensitizer A may not each emit light.

General energy transfer of the Third Embodiment may be explained according to FIG. 2C.

Singlet and triplet excitons may be produced from Host C in the emission layer, and singlet and triplet excitons produced from Host C may be transferred to Sensitizer A and then to the heterocyclic compound through FRET. 25% of singlet excitons produced from Host C may be transferred to Sensitizer A through FRET, and energy of 75% of triplet excitons produced from Host C may be transferred to singlet and triplet states of Sensitizer A. Energy transferred to a triplet state of Sensitizer A may undergo RISC to a singlet state, and then, singlet energy of Sensitizer A may be transferred to the heterocyclic compound through FRET.

Accordingly, singlet excitons and triplet excitons produced from the emission layer may be transferred to the dopant. Thus, the organic light-emitting device may have improved efficiency. Further, energy loss of the organic light-emitting device may be significantly small. Thus, the organic light-emitting device may have improved lifespan characteristics.

In the Third Embodiment, when the emission layer further includes Host C and Sensitizer A, in addition to the heterocyclic compound, Host C and Sensitizer A may satisfy Condition C-1 and/or C-2:

S ₁(H _(C))≥S ₁(S _(A))   Condition C-1

S ₁(S _(A))≥S ₁(HC)   Condition C-2

wherein, in Conditions C-1 and C-2,

S₁(H_(C)) indicates a lowest excited singlet energy level of Host C,

S₁(S_(A)) indicates a lowest excited singlet energy level of Sensitizer A, and

S₁(HC) indicates a lowest excited singlet energy level of the heterocyclic compound.

S₁(H_(C)), S₁(S_(A)), and S₁(HC) may be evaluated according to the DFT method, wherein structure optimization is performed at a degree of B3LYP, and 6-31G(d,p), for example, according to Gaussian according to DFT method.

When Host C, Sensitizer A, and the heterocyclic compound satisfy Condition C-1 and/or C-2, FRET from Sensitizer A to the heterocyclic compound may be facilitated, and accordingly, the organic light-emitting device may have improved luminescence efficiency.

Fourth Embodiment—Descriptions of FIG. 2D

In the Fourth Embodiment, the heterocyclic compound may be used as a fluorescence emitter, and the emission layer may include a sensitizer, e.g., a phosphorescence sensitizer. In the Fourth Embodiment, the emission layer may further include a host (hereinafter, the host may be referred to as ‘Host D’, and Host D may not be identical to the heterocyclic compound and the sensitizer) and a sensitizer (hereinafter, the sensitizer may be referred to as ‘Sensitizer B’, and Sensitizer B may not be identical to Host D and the heterocyclic compound). Host D and Sensitizer B may respectively be understood by referring to the description of the host material and the sensitizer material provided herein, but embodiments are not limited thereto.

In the Fourth Embodiment, a ratio of emission components of the heterocyclic compound may be about 80% or greater, for example, about 90% or greater (or for example, about 95% or greater) to the total emission components emitted from the emission layer. For example, the heterocyclic compound may emit fluorescence. In addition, Host D and Sensitizer B may not each emit light.

General energy transfer of the Fourth Embodiment may be explained according to FIG. 2D.

75% of triplet excitons produced from Host D in the emission layer may be transferred to Sensitizer B through Dexter energy transfer, and the energy of 25% of singlet excitons produced from Host D may be transferred to singlet and triplet states of Sensitizer B. Energy transferred to a singlet state of Sensitizer B may undergo ISC to a triplet state, and then, triplet energy of Sensitizer B may be transferred to the heterocyclic compound through FRET.

Accordingly, singlet excitons and triplet excitons produced from the emission layer may be transferred to the dopant. Thus, the organic light-emitting device may have improved efficiency. Further, energy loss of the organic light-emitting device may be significantly small. Thus, the organic light-emitting device may have improved lifespan characteristics.

In the Third Embodiment, when the emission layer further includes Host D and Sensitizer B, in addition to the heterocyclic compound, Host D and Sensitizer B may satisfy Condition D-1 and/or D-2:

T ₁(H _(D))≥T ₁(S _(B))   Condition D-1

T ₁(S _(B))≥S ₁(HC)   Condition D-2

wherein, in Conditions D-1 and D-2,

T₁(H_(D)) indicates a lowest excited triplet energy level of Host D,

T₁(S_(B)) indicates a lowest excited triplet energy level of Sensitizer B, and

S₁(HC) indicates a lowest excited singlet energy level of the heterocyclic compound.

T₁(H_(D)), T₁(S_(B)), and S₁(HC) may be evaluated according to the DFT method, wherein structure optimization is performed at a degree of B3LYP, and 6-31G(d,p), for example, according to Gaussian according to DFT method.

When Host D, Sensitizer B, and the heterocyclic compound satisfy Condition D-1 and/or D-2, FRET from Sensitizer B to the heterocyclic compound may be facilitated, and accordingly, the organic light-emitting device may have improved luminescence efficiency.

In the Third Embodiment and the Fourth Embodiment, a content of the sensitizer in the emission layer may be in a range of about 5 percent by weight (wt %) to about 50 wt %, or for example, about 10 wt % to about 30 wt %. When the content is within this range, energy transfer in the emission layer may be effectively occurred. Thus, the organic light-emitting device may have high efficiency and long lifespan.

In the Third Embodiment and the Fourth Embodiment, a content of the heterocyclic compound in the emission layer may be in a range of about 0.01 wt % to about 15 wt %, or for example, about 0.05 wt % to about 3 wt %, but embodiments are not limited thereto.

In the Third Embodiment and the Fourth Embodiment, the heterocyclic compound may further satisfy Condition 5:

0 μs<T _(decay)(HC)<5 μs   Condition 5

wherein, in Condition 5, T_(decay)(HC) indicates a decay time of the heterocyclic compound.

The decay time of the heterocyclic compound was measured from a time-resolved photoluminescence (TRPL) spectrum at room temperature of a film (hereinafter, referred to as “Film (HC)”) having a thickness of about 40 nm formed by vacuum-depositing the host and the heterocyclic compound included in the emission layer on a quartz substrate at a weight ratio of 90:10 at a vacuum pressure of 10⁻⁷ torr.

Fifth Embodiment—Descriptions of FIG. 2E

In the Fifth Embodiment, the heterocyclic compound may be used as a delayed fluorescence emitter, and the emission layer may include a sensitizer, e.g., a delayed fluorescence sensitizer. In the Fifth Embodiment, the emission layer may further include a host (hereinafter, the host may be referred to as ‘Host E’, and Host E may not be identical to the heterocyclic compound and the sensitizer) and a sensitizer (hereinafter, the sensitizer may be referred to as ‘Sensitizer C’, and Sensitizer C may not be identical to Host E and the heterocyclic compound). Host E and Sensitizer C may respectively be understood by referring to the description of the host material and the sensitizer material provided herein, but embodiments are not limited thereto.

In the Fifth Embodiment, a ratio of emission components of the heterocyclic compound may be about 80% or greater, for example, about 90% or greater (or for example, about 95% or greater) to the total emission components emitted from the emission layer. In some embodiments, the heterocyclic compound may emit fluorescence and/or delayed fluorescence. In addition, Host E and Sensitizer C may not each emit light.

Here, the heterocyclic compound may emit fluorescence and/or delayed fluorescence, and the emission components of the heterocyclic compound may be a total of prompt emission components of the heterocyclic compound and delayed fluorescence components by RISC of the heterocyclic compound.

General energy transfer of the Fifth Embodiment may be explained according to FIG. 2E.

25% of singlet excitons produced from Host E in the emission layer may be transferred to a singlet state of Sensitizer C through FRET, and the energy of 75% of triplet excitons produced from Host E may be transferred to a triplet state of Sensitizer C, and then singlet energy of Sensitizer C may be transferred to the heterocyclic compound through FRET. Subsequently, the triplet energy of Sensitizer C may be transferred to the heterocyclic compound through Dexter energy transfer. Energy transferred to a triplet state of Sensitizer C may undergo RISC to a singlet state. Further, in a case of Sensitizer C, energy of triplet excitons produced from Sensitizer C may undergo reverse transfer to Host E and then to the heterocyclic compound, thus emitting by reverse intersystem transfer.

Accordingly, singlet excitons and triplet excitons produced from the emission layer may be transferred to the dopant. Thus, the organic light-emitting device may have improved efficiency. Further, energy loss of the organic light-emitting device may be significantly small. Thus, the organic light-emitting device may have improved lifespan characteristics.

In the Fifth Embodiment, when the emission layer further includes Host E and Sensitizer C, in addition to the heterocyclic compound, Host E and Sensitizer C may satisfy Condition E-1, E-2, and/or E-3:

S ₁(H _(E))≥S ₁(S _(C))   Condition E-1

S ₁(S _(C))≥S ₁(HC)   Condition E-2

T ₁(S _(C))≥T ₁(HC)   Condition E-3

wherein, in Conditions E-1, E-2, and E-3,

S₁(H_(E)) indicates a lowest excited singlet energy level of Host E,

S₁(S_(C)) indicates a lowest excited singlet energy level of Sensitizer C,

S₁(HC) indicates a lowest excited singlet energy level of the heterocyclic compound,

T₁(S_(C)) indicates a lowest excited triplet energy level of Sensitizer C, and

T₁(HC) indicates a lowest excited triplet energy level of the heterocyclic compound.

S₁(H_(E)), S₁(S_(C)), S₁(HC), T₁(S_(C)), and T₁(HC) may be evaluated according to the DFT method, wherein structure optimization is performed at a degree of B3LYP, and 6-31G(d,p), for example, according to Gaussian according to DFT method.

When Host E, Sensitizer C, and the heterocyclic compound satisfy Condition E-1, E-2, and/or E-3, Dexter transfer FRET from Sensitizer C to the heterocyclic compound may be facilitated, and accordingly, the organic light-emitting device may have improved luminescence efficiency.

In the Fifth Embodiment, a content of Sensitizer C in the emission layer may be in a range of about 5 wt % to about 50 wt %, or for example, about 10 wt % to about 30 wt %. When the content is within this range, energy transfer in the emission layer may occur effectively. Thus, the organic light-emitting device may have high efficiency and long lifespan.

In the Fifth Embodiment, a content of the heterocyclic compound in the emission layer may be in a range of about 0.01 wt % to about 15 wt %, or for example, about 0.05 wt % to about 3 wt %, but embodiments are not limited thereto.

Host in Emission Layer 15

The host may not include a metal atom.

In an embodiment, the host may consist of one type of host. When the host consists of one type of host, the one type of host may be a bipolar host, an electron transporting host, or a hole transporting host described herein.

In one or more embodiments, the host may be a mixture of two or more types of hosts. In some embodiments, the host may be a mixture of an electron transporting host and a hole transporting host, a mixture of two different types of electron transporting hosts or a mixture of two different types of hole transporting hosts. The electron transporting host and the hole transporting host may respectively be understood by referring to the descriptions of the electron transporting host and the hole transporting host provided herein.

In an embodiment, the host may include an electron transporting host including at least one electron transporting moiety and a hole transporting host not including an electron transporting moiety.

The electron transporting moiety may be a cyano group, a π electron-depleted nitrogen-containing cyclic group, and a group represented by one of following Formulae:

wherein, in the Formulae above, *, *′, and *″ may each indicate a binding site to an adjacent atom.

In an embodiment, an electron transporting host in the emission layer 15 may include at least one of a cyano group, a π electron-depleted nitrogen-containing cyclic group, or a combination thereof.

In one or more embodiments, the electron transporting host in the emission layer 15 may include at least one cyano group.

In one or more embodiments, an electron transporting host in the emission layer 15 may include a cyano group, at least one π electron-depleted nitrogen-containing cyclic group, or a combination thereof.

In one or more embodiments, the host may include an electron transporting host and a hole transporting host, the electron transporting host may include at least one π electron-depleted nitrogen-free cyclic group and at least one electron transporting moiety, and the hole transporting host may include at least one π electron-depleted nitrogen-free cyclic group and may not include an electron transporting moiety.

The term “π electron-depleted nitrogen-containing cyclic group” as used herein refers to a cyclic group having at least one *—N═*′ moiety. Examples thereof may include: an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, and an azacarbazole group; and a condensed ring of at least two π electron-depleted nitrogen-containing cyclic groups.

The π electron-depleted nitrogen-free cyclic group may be a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentacene group, a rubicene group, a coronene group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, and a triindolobenzene group; and a condensed ring of at least two π electron-depleted nitrogen-free cyclic group, but embodiments are not limited thereto.

In some embodiments, the electron transporting host may be one of the Compounds represented by Formula E-1, and

the hole transporting host may be one of the Compounds represented by Formula H-1, but embodiments are not limited thereto:

[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21)   Formula E-1

wherein, in Formula E-1,

Ar₃₀1 may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group or a substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be 1, 2, or 3,

L₃₀₁ may each independently be a single bond, a group represented by one of following Formulae, a substituted or unsubstituted C₅-C₆₀ carbocyclic group, or a substituted or unsubstituted C₁-C₆₀ heterocyclic group, wherein in the following Formulae, *, *′, and *″ may each indicate a binding site to an adjacent atom,

xb1 may be an integer from 1 to 5,

R₃₀₁ may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂), —B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), —S(═O)(Q₃₀₁), —P(═O)(Q₃₀₁)(Q₃₀₂), or —P(═S)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer from 1 to 5,

Q₃₀₁ to Q₃₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and

at least one of Conditions H-1 to H-3 may be satisfied:

Condition H-1

wherein, at least one of Ar₃₀₁, L₃₀₁, and R₃₀₁ in Formula E-1 may each independently include a π electron-depleted nitrogen-containing cyclic group,

Condition H-2

wherein, L₃₀₁ in Formula E-1 may be a group represented by one of the following Formulae, and

Condition H-3

wherein, R₃₀₁ in Formula E-1 may be a cyano group, —S(═O)₂(Q₃₀₁), —S(═O)(Q₃₀₁), —P(═O)(Q₃₀₁)(Q₃₀₂), or —P(═S)(Q₃₀₁)(Q₃₀₂).

Formula H-1

wherein, in Formulae H-1, 11, and 12,

L₄₀₁ may be:

a single bond; or

a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentacene group, a rubicene group, a coronene group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or a triindolobenzene group, each unsubstituted or substituted with at least one of deuterium, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triphenylenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), or any combination thereof.

xd1 may be an integer from 1 to 10, and when xd1 is 2 or greater, at least two L₄₀₁(s) may be identical to or different from each other,

Ar₄₀₁ may be a group represented by Formulae 11 or 12,

Ar₄₀₂ may be:

a group represented by Formulae 11 or 12, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, or a triphenylenyl group; or

a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, or a triphenylenyl group, each unsubstituted or substituted with at least one deuterium, a hydroxyl group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, a triphenylenyl group, or any combination thereof,

CY₄₀₁ and CY₄₀₂ may each independently be a benzene group, a naphthalene group, a fluorene group, a carbazole group, a benzocarbazole group, an indolocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a benzonaphthofuran group, a benzonapthothiophene group, or a benzonaphthosilole group,

A₂₁ may be a single bond, O, S, N(R₅₁), C(R₅₁)(R₅₂), or Si(R₅₁)(R₅₂),

A₂₂ may be a single bond, O, S, N(R₅₃), C(R₅₃)(R₅₄), or Si(R₅₃)(R₅₄),

at least one of A₂₁, A₂₂, or any combination thereof in Formula 12 may not be a single bond,

R₅₁ to R₅₄ and R₆₀ to R₇₀ may each independently be:

hydrogen, deuterium, a hydroxyl group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, or a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group or a C₁-C₂₀ alkoxy group, each substituted with at least one deuterium, a hydroxyl group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, or any combination thereof;

a π electron-depleted nitrogen-free cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, and a triphenylenyl group);

a π electron-depleted nitrogen-free cyclic group (e.g., a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, and a triphenylenyl group) substituted with at least one deuterium, a hydroxyl group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, or any combination thereof,

—Si(Q₄₀₄)(Q₄₀₅)(Q₄₀₆),

e1 and e2 may each independently be an integer from 0 to 10,

wherein Q₄₀₁ to Q₄₀₆ may each independently be hydrogen, deuterium, a hydroxyl group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, a terphenyl group, or a triphenylenyl group, and

* indicates a binding site to an adjacent atom.

In some embodiments, in Formula E-1, Ar₃₀₁ and L₃₀₁ may each independently be a benzene group, a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, or an azacarbazole group, each unsubstituted or substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, a cyano group-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), or any combination thereof,

at least one of L₃₀₁ in the number of xb1 may each independently be an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, or an azacarbazole group, each unsubstituted or substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, a cyano group-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), or —P(═O)(Q₃₁)(Q₃₂), and

R₃₀₁ may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, a naphthyl group, a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, a cyano group-containing a tetraphenyl group, a cyano group-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂, —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), or —P(═O)(Q₃₁)(Q₃₂),

wherein Q₃₁ to Q₃₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, but embodiments are not limited thereto.

In some embodiments, Ar₃₀₁ may be a benzene group, a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, or a dibenzothiophene group, each unsubstituted or substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, a cyano group-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁) or —P(═O)(Q₃₁)(Q₃₂); or

a group represented by one of Formulae 5-1 to 5-3 and 6-1 to 6-33, and

L₃₀₁ may be a group represented by one of Formulae 5-1 to 5-3 and 6-1 to 6-33:

wherein, in Formulae 5-1 to 5-3 and 6-1 to 6-33,

Z₁ may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, a cyano group-containing naphthyl group, a pyridinyl group, a phenylpyridinyl group, a diphenylpyridinyl group, a biphenylpyridinyl group, a di(biphenyl)pyridinyl group, a pyrazinyl group, a phenylpyrazinyl group, a diphenylpyrazinyl group, a biphenylpyrazinyl group, a di(biphenyl)pyrazinyl group, a pyridazinyl group, a phenylpyridazinyl group, a diphenylpyridazinyl group, a biphenylpyridazinyl group, a di(biphenyl)pyridazinyl group, a pyrimidinyl group, a phenylpyrimidinyl group, a diphenylpyrimidinyl group, a biphenylpyrimidinyl group, a di(biphenyl)pyrimidinyl group, a triazinyl group, a phenyltriazinyl group, a diphenyltriazinyl group, a biphenyltriazinyl group, a di(biphenyl)triazinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), or —P(═O)(Q₃₁)(Q₃₂),

d4 may be 0, 1, 2, 3, or 4,

d3 may be 0, 1, 2, or 3,

d2 may be 0, 1, or 2, and

* and *′ each indicate a binding site to an adjacent atom.

Q₃₁ to Q₃₃ may respectively be understood by referring to the descriptions of Q₃₁ to Q₃₃ provided herein.

In one or more embodiments, L₃₀₁ may be groups represented by Formulae 5-2, 5-3, and 6-8 to 6-33.

In one or more embodiments, R₃₀₁ may be a cyano group or a group represented by Formulae 7-1 to 7-18, at least one Ar₄₀₂ in the number of xd11 may be a group represented by Formulae 7-1 to 7-18, but embodiments are not limited thereto:

wherein, in Formulae 7-1 to 7-18,

xb41 to xb44 may each be 0, 1, or 2, provided that xb41 in Formula 7-10 may not be 0, xb41+xb42 in Formulae 7-11 to 7-13 may not be 0, xb41+xb42+xb43 in Formulae 7-14 to 7-16 may not be 0, xb41+xb42+xb43+xb44 in Formulae 7-17 and 7-18 may not be 0, and * indicates a binding site to an adjacent atom.

In Formula E-1, at least two Ar₃₀₁(s) may be identical to or different from each other, and at least two L₃₀₁(s) may be identical to or different from each other. In Formula H-1, at least two L₄₀₁(s) may be identical to or different from each other, and at least two Ar₄₀₂(s) may be identical to or different from each other.

In an embodiment, the electron transporting host may include i) at least one a cyano group, a pyrimidine group, a pyrazine group, a triazine group, or any combination thereof, or ii) a triphenylene group, and the hole transporting host may include a carbazole group.

In one or more embodiments, the electron transporting host may include at least one cyano group.

The electron transporting host may be, for example, one compound of Groups HE1 to HE7, but embodiments are not limited thereto:

In some embodiments, the electron transporting host may include DPEPO and/or TSPO1:

In some embodiments, the hole transporting host may be Group HH1, but embodiments are not limited thereto:

In some embodiments, the bipolar host may be Group HEH1, but embodiments are not limited thereto:

wherein in Compounds 1 to 432,

“Ph” represents a phenyl group.

In some embodiments, the hole transporting host may include o-CBP or mCP:

In some embodiments, the host may be a fluorescent host, and the fluorescent host may be represented by, for example, one of Formulae FH-1 to FH-4.

In some embodiments, the fluorescent host may be represented by Formula FH-1.

wherein, in Formula FH-1,

Ar₁ to Ar₃ may each independently be a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), or —P(═O)(Q₈)(Q₉), and

at least one of Ar₁ to Ar₃ may be a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,

L₁₀ may be a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

a10 may be an integer from 0 to 3, and when a10 is 2 or greater, at least two L₁₀(s) may be identical to or different from each other,

R₁₀ and R₂₀ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), or —P(═O)(Q₈)(Q₉),

b10 and b20 may each independently be an integer from 1 to 8,

when b10 is 2 or greater, at least two R₁₀(s) may be identical to or different from each other, and when b20 is 2 or greater, at least two R₂₀(s) may be identical to or different from each other,

c10 may be an integer from 1 to 9, and

when c10 is 2 or greater, at least two -[(L₁₀)_(a10)-(R₁₀)_(b10)](s) may be identical to or different from each other.

In some embodiments, the fluorescent host represented by Formula FH-1 may be Group FH1, but embodiments are not limited thereto:

In some embodiments, the fluorescent host may be represented by Formula FH-2:

wherein, in Formula FH-2,

X₁ may be O or S,

A₁ may be a C₅-C₆₀ carbocyclic group or a C₁-C₆₀ heterocyclic group,

L₁₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group or a substituted or unsubstituted C₁-C₆₀ heterocyclic group,

a11 may be an integer from 0 to 3,

Ar₁₁ and Ar₁₂ may each independently be a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each unsubstituted or substituted with at least one R_(a),

b11 may be an integer from 1 to 5,

R₁₁, R₁₂, and R_(a) may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₄)(Q₅), or —B(Q₆)(Q₇),

c₁₁ may be an integer from 1 to 20,

c₁₂ may be an integer from 1 to 4,

when c₁₁ is 2 or greater, two adjacent R₁₁(s) may optionally be bound to each other to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

when c₁₂ is 2 or greater, two adjacent R₁₂(s) may optionally be bound to each other to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

A₁ and Ar₁₂ may optionally be bound to each other via a first linking group a single bond, *—Ar₃₁—*′, *—O—*′, *—S—*′, *—[C(R₃₁)(R₃₂)]_(k11)—*′, *—C(R₃₁)═*′, *═C(R₃₁)—*′, *—C(R₃₁)═C(R₃₂)—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—N(R₃₁)—*′, *—P(R₃₁)—*′, *—[Si(R₃₁)(R₃₂)]_(k11)—*′, and *—P(R₃₁)(R₃₂)—*′ to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

Ar₃₁ may be a C₅-C₃₀ carbocyclic group,

R₃₁ and R₃₂ may each be understood by referring to the description of R₁₁ provided herein, and

k11 may be 1, 2, 3, or 4.

In some embodiments, the fluorescent host represented by Formula FH-2 may be Group FH2, but embodiments are not limited thereto:

In some embodiments, the fluorescent host may be represented by Formula FH-3:

wherein, in Formula FH-3,

Ar₁ may be a group represented by Formula 2:

Ar₁ may include at least one cyano group,

A₁ and A₂ may each independently be a C₅-C₃₀ carbocyclic group or a C₁-C₃₀ heterocyclic group,

L₁ may be a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

a1 may be 0, 1, 2, or 3,

when a1 is 2 or greater, at least two L₁(s) may be identical to different from each other,

m1 may be 0, 1, 2, or 3, and

Ar₁₁ may be a group represented by Formula 4, Ar₁₂ may be a group represented by Formula 5, or Ar₁₃ may be a group represented by Formula 6:

wherein, in Formulae 4 to 6,

R₁, R₁₀, R₂₀, R₃₀, R₄₀, R₅₀, and R₆₀ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), or —P(═O)(Q₈)(Q₉),

b1 may be an integer from 1 to 5,

when b1 is 2 or greater, at least two R₁(s) may be identical to or different from each other,

b10 may be an integer from 1 to 8,

when b10 is 2 or greater, at least two R₁₀(s) may be identical to or different from each other,

b20 and b30 may each independently be an integer from 1 to 4,

when b20 is 2 or greater, at least two R₂₀(s) may be identical to or different from each other, and when b30 is 2 or greater, at least two R₃₀(s) may be identical to or different from each other,

b40, b50, and b60 may each independently be an integer from 1 to 4,

when b40 is 2 or greater, at least two R₄₀(s) may be identical to or different from each other, when b50 is 2 or greater, at least two R₅₀(s) may be identical to or different from each other, and when b60 is 2 or greater, at least two R₆₀(s) may be identical to or different from each other, and

* and *′ each indicate a binding site to an adjacent atom.

In some embodiments, the fluorescent host represented by Formula FH-3 may be Group FH3, but embodiments are not limited thereto:

In some embodiments, the fluorescent host may be represented by Formula FH-4:

wherein, in Formula FH-4,

X₁ may be O or Se, and

Ar₁ may be a group represented by Formula 1A, and Ar₂ may be a group represented by Formula 1B:

wherein, in Formulae 4 to 6,

L₁ and L₂ may each independently be a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

a1 and a2 may be each independently an integer from 0 to 3,

when a1 is 2 or greater, at least two L₁(s) may be identical to or different from each other, and when a2 is 2 or greater, at least two L₂(s) may be identical to or different from each other,

R₁, R₂, R₁₀, R₂₀, R₃₀, and R₄₀ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁)(Q₂), —Si(Q₃)(Q₄)(Q₅), —B(Q₆)(Q₇), or —P(═O)(Q₈)(Q₉),

b1 and b2 may each independently be an integer from 1 to 5,

when b1 is 2 or greater, at least two R₁(s) may be identical to or different from each other, and when b2 is 2 or greater, at least two R₂(s) may be identical to or different from each other,

b10 and b20 may each independently be an integer from 1 to 8,

b30 and b40 may each independently be an integer from 1 to 3,

c1 and c2 may each independently be an integer from 1 to 8, and

a sum of b10 and c1 may be 9, and a sum of b20 and c2 may be 9.

In some embodiments, the fluorescent host represented by Formula FH-4 may be Group FH4, but embodiments are not limited thereto:

When the host is a mixture of an electron transporting host and a hole transporting host, a weight ratio of the electron transporting host to the hole transporting host may be in a range of about 1:9 to about 9:1, for example, about 2:8 to about 8:2, for example, about 4:6 to about 6:4, or for example, about 5:5. When a weight ratio of the electron transporting host to the hole transporting host is within any of these ranges, holes and electrons transport balance into the emission layer 15 may be achieved.

Dopant in Emission Layer 15

The dopant may include the heterocyclic compound.

Sensitizer in Emission Layer 15

In some embodiments, the sensitizer may be a phosphorescence sensitizer including at least one metal a first-row transition metal, a second-row transition metal, a third-row transition metal, or any combination thereof.

In some embodiments, the sensitizer may include a metal (M₁₁) which may include at least one metal of a first-row transition metal, a second-row transition metal, a third-row transition metal, or any combination thereof, and an organic ligand (L₁₁), and L₁₁ and M₁₁ may form 1, 2, 3, or 4 cyclometallated ring.

In some embodiments, the sensitizer may include an organometallic compound represented by Formula 101:

M₁₁(L₁₁)_(n11)(L₁₂)_(n12)   Formula 101

wherein, in Formula 101,

M₁₁ may be a first-row transition metal, a second-row transition metal, or a third-row transition metal,

L₁₁ may be a ligand represented by one of Formulae 1-1 to 1-4,

L₁₂ may be a monodentate ligand or a bidentate ligand,

n11 may be 1, and

n12 may be 0, 1, or 2:

wherein, in Formulae 1-1 to 1-4,

A₁ to A₄ may each independently be a substituted or unsubstituted C₅-C₃₀ carbocyclic group, a substituted or unsubstituted C₁-C₃₀ heterocyclic group, or a non-cyclic group,

Y₁₁ to Y₁₄ may each independently be a chemical bond, O, S, N(R₉₁), B(R₉₁), P(R₉₁), or C(R₉₁)(R₉₂),

T₁ to T₄ may each independently be a single bond, a double bond, *—N(R₉₃)—*′, *—B(R₉₃)—*′, *—P(R₉₃)—*′, *—C(R₉₃)(R₉₄)—*′, *—Si(R₉₃)(R₉₄)—*′, *—Ge(R₉₃)(R₉₄)—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O)₂—*′, *—C(R₉₃)═*′, *═C(R₉₃)—*′, *—C(R₉₃)═C(R₉₄)—*′, *—C(═S)—*′, or *—C≡C—*′,

a substituent of the substituted C₅-C₃₀ carbocyclic group, a substituent of the substituted C₁-C₃₀ heterocyclic group, and R₉₁ to R₉₄ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), —N(Q₁)(Q₂), —P(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), or —P(═S)(Q₁)(Q₂), provided that the substituent of the substituted C₅-C₃₀ carbocyclic group and the substituent of the substituted C₁-C₃₀ heterocyclic group may not each be hydrogen, and

*1, *2, *3, and *4 each indicate a binding site to M₁₁,

wherein Q₁ to Q₃ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a C₂-C₆₀ alkyl heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C₁-C₆₀ alkyl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof, or a C₆-C₆₀ aryl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof.

In some embodiments, the sensitizer may be of Groups I to VIII, but embodiments are not limited thereto:

Group V

A compound represented by Formula 1:

(L₁₀₁)_(n101)-M₁₀₁-(L₁₀₂)_(m101)   Formula A

wherein, in Formula A, L₁₀₁, n101, M₁₀₁, L₁₀₂, and m101 may be understood by referring to Tables 11 to 13:

TABLE 11 Compound L₁₀₁ n101 M₁₀₁ L₁₀₂ m101 BD001 LM1 3 Ir — 0 BD002 LM2 3 Ir — 0 BD003 LM3 3 Ir — 0 BD004 LM4 3 Ir — 0 BD005 LM5 3 Ir — 0 BD006 LM6 3 Ir — 0 BD007 LM7 3 Ir — 0 BD008 LM8 3 Ir — 0 BD009 LM9 3 Ir — 0 BD010 LM10 3 Ir — 0 BD011 LM11 3 Ir — 0 BD012 LM12 3 Ir — 0 BD013 LM13 3 Ir — 0 BD014 LM14 3 Ir — 0 BD015 LM15 3 Ir — 0 BD016 LM16 3 Ir — 0 BD017 LM17 3 Ir — 0 BD018 LM18 3 Ir — 0 BD019 LM19 3 Ir — 0 BD020 LM20 3 Ir — 0 BD021 LM21 3 Ir — 0 BD022 LM22 3 Ir — 0 BD023 LM23 3 Ir — 0 BD024 LM24 3 Ir — 0 BD025 LM25 3 Ir — 0 BD026 LM26 3 Ir — 0 BD027 LM27 3 Ir — 0 BD028 LM28 3 Ir — 0 BD029 LM29 3 Ir — 0 BD030 LM30 3 Ir — 0 BD031 LM31 3 Ir — 0 BD032 LM32 3 Ir — 0 BD033 LM33 3 Ir — 0 BD034 LM34 3 Ir — 0 BD035 LM35 3 Ir — 0 BD036 LM36 3 Ir — 0 BD037 LM37 3 Ir — 0 BD038 LM38 3 Ir — 0 BD039 LM39 3 Ir — 0 BD040 LM40 3 Ir — 0 BD041 LM41 3 Ir — 0 BD042 LM42 3 Ir — 0 BD043 LM43 3 Ir — 0 BD044 LM44 3 Ir — 0 BD045 LM45 3 Ir — 0 BD046 LM46 3 Ir — 0 BD047 LM47 3 Ir — 0 BD048 LM48 3 Ir — 0 BD049 LM49 3 Ir — 0 BD050 LM50 3 Ir — 0 BD051 LM51 3 Ir — 0 BD052 LM52 3 Ir — 0 BD053 LM53 3 Ir — 0 BD054 LM54 3 Ir — 0 BD055 LM55 3 Ir — 0 BD056 LM56 3 Ir — 0 BD057 LM57 3 Ir — 0 BD058 LM58 3 Ir — 0 BD059 LM59 3 Ir — 0 BD060 LM60 3 Ir — 0 BD061 LM61 3 Ir — 0 BD062 LM62 3 Ir — 0 BD063 LM63 3 Ir — 0 BD064 LM64 3 Ir — 0 BD065 LM65 3 Ir — 0 BD066 LM66 3 Ir — 0 BD067 LM67 3 Ir — 0 BD068 LM68 3 Ir — 0 BD069 LM69 3 Ir — 0 BD070 LM70 3 Ir — 0 BD071 LM71 3 Ir — 0 BD072 LM72 3 Ir — 0 BD073 LM73 3 Ir — 0 BD074 LM74 3 Ir — 0 BD075 LM75 3 Ir — 0 BD076 LM76 3 Ir — 0 BD077 LM77 3 Ir — 0 BD078 LM78 3 Ir — 0 BD079 LM79 3 Ir — 0 BD080 LM80 3 Ir — 0 BD081 LM81 3 Ir — 0 BD082 LM82 3 Ir — 0 BD083 LM83 3 Ir — 0 BD084 LM84 3 Ir — 0 BD085 LM85 3 Ir — 0 BD086 LM86 3 Ir — 0 BD087 LM87 3 Ir — 0 BD088 LM88 3 Ir — 0 BD089 LM89 3 Ir — 0 BD090 LM90 3 Ir — 0 BD091 LM91 3 Ir — 0 BD092 LM92 3 Ir — 0 BD093 LM93 3 Ir — 0 BD094 LM94 3 Ir — 0 BD095 LM95 3 Ir — 0 BD096 LM96 3 Ir — 0 BD097 LM97 3 Ir — 0 BD098 LM98 3 Ir — 0 BD099 LM99 3 Ir — 0 BD100 LM100 3 Ir — 0

TABLE 12 Compound L₁₀₁ n101 M₁₀₁ L₁₀₂ m101 BD101 LM101 3 Ir — 0 BD102 LM102 3 Ir — 0 BD103 LM103 3 Ir — 0 BD104 LM104 3 Ir — 0 BD105 LM105 3 Ir — 0 BD106 LM106 3 Ir — 0 BD107 LM107 3 Ir — 0 BD108 LM108 3 Ir — 0 BD109 LM109 3 Ir — 0 BD110 LM110 3 Ir — 0 BD111 LM111 3 Ir — 0 BD112 LM112 3 Ir — 0 BD113 LM113 3 Ir — 0 BD114 LM114 3 Ir — 0 BD115 LM115 3 Ir — 0 BD116 LM116 3 Ir — 0 BD117 LM117 3 Ir — 0 BD118 LM118 3 Ir — 0 BD119 LM119 3 Ir — 0 BD120 LM120 3 Ir — 0 BD121 LM121 3 Ir — 0 BD122 LM122 3 Ir — 0 BD123 LM123 3 Ir — 0 BD124 LM124 3 Ir — 0 BD125 LM125 3 Ir — 0 BD126 LM126 3 Ir — 0 BD127 LM127 3 Ir — 0 BD128 LM128 3 Ir — 0 BD129 LM129 3 Ir — 0 BD130 LM130 3 Ir — 0 BD131 LM131 3 Ir — 0 BD132 LM132 3 Ir — 0 BD133 LM133 3 Ir — 0 BD134 LM134 3 Ir — 0 BD135 LM135 3 Ir — 0 BD136 LM136 3 Ir — 0 BD137 LM137 3 Ir — 0 BD138 LM138 3 Ir — 0 BD139 LM139 3 Ir — 0 BD140 LM140 3 Ir — 0 BD141 LM141 3 Ir — 0 BD142 LM142 3 Ir — 0 BD143 LM143 3 Ir — 0 BD144 LM144 3 Ir — 0 BD145 LM145 3 Ir — 0 BD146 LM146 3 Ir — 0 BD147 LM147 3 Ir — 0 BD148 LM148 3 Ir — 0 BD149 LM149 3 Ir — 0 BD150 LM150 3 Ir — 0 BD151 LM151 3 Ir — 0 BD152 LM152 3 Ir — 0 BD153 LM153 3 Ir — 0 BD154 LM154 3 Ir — 0 BD155 LM155 3 Ir — 0 BD156 LM156 3 Ir — 0 BD157 LM157 3 Ir — 0 BD158 LM158 3 Ir — 0 BD159 LM159 3 Ir — 0 BD160 LM160 3 Ir — 0 BD161 LM161 3 Ir — 0 BD162 LM162 3 Ir — 0 BD163 LM163 3 Ir — 0 BD164 LM164 3 Ir — 0 BD165 LM165 3 Ir — 0 BD166 LM166 3 Ir — 0 BD167 LM167 3 Ir — 0 BD168 LM168 3 Ir — 0 BD169 LM169 3 Ir — 0 BD170 LM170 3 Ir — 0 BD171 LM171 3 Ir — 0 BD172 LM172 3 Ir — 0 BD173 LM173 3 Ir — 0 BD174 LM174 3 Ir — 0 BD175 LM175 3 Ir — 0 BD176 LM176 3 Ir — 0 BD177 LM177 3 Ir — 0 BD178 LM178 3 Ir — 0 BD179 LM179 3 Ir — 0 BD180 LM180 3 Ir — 0 BD181 LM181 3 Ir — 0 BD182 LM182 3 Ir — 0 BD183 LM183 3 Ir — 0 BD184 LM184 3 Ir — 0 BD185 LM185 3 Ir — 0 BD186 LM186 3 Ir — 0 BD187 LM187 3 Ir — 0 BD188 LM188 3 Ir — 0 BD189 LM189 3 Ir — 0 BD190 LM190 3 Ir — 0 BD191 LM191 3 Ir — 0 BD192 LM192 3 Ir — 0 BD193 LM193 3 Ir — 0 BD194 LM194 3 Ir — 0 BD195 LM195 3 Ir — 0 BD196 LM196 3 Ir — 0 BD197 LM197 3 Ir — 0 BD198 LM198 3 Ir — 0 BD199 LM199 3 Ir — 0 BD200 LM200 3 Ir — 0

TABLE 13 Compound L₁₀₁ n101 M₁₀₁ L₁₀₂ m101 BD201 LM201 3 Ir — 0 BD202 LM202 3 Ir — 0 BD203 LM203 3 Ir — 0 BD204 LM204 3 Ir — 0 BD205 LM205 3 Ir — 0 BD206 LM206 3 Ir — 0 BD207 LM207 3 Ir — 0 BD208 LM208 3 Ir — 0 BD209 LM209 3 Ir — 0 BD210 LM210 3 Ir — 0 BD211 LM211 3 Ir — 0 BD212 LM212 3 Ir — 0 BD213 LM213 3 Ir — 0 BD214 LM214 3 Ir — 0 BD215 LM215 3 Ir — 0 BD216 LM216 3 Ir — 0 BD217 LM217 3 Ir — 0 BD218 LM218 3 Ir — 0 BD219 LM219 3 Ir — 0 BD220 LM220 3 Ir — 0 BD221 LM221 3 Ir — 0 BD222 LM222 3 Ir — 0 BD223 LM223 3 Ir — 0 BD224 LM224 3 Ir — 0 BD225 LM225 3 Ir — 0 BD226 LM226 3 Ir — 0 BD227 LM227 3 Ir — 0 BD228 LM228 3 Ir — 0 BD229 LM229 3 Ir — 0 BD230 LM230 3 Ir — 0 BD231 LM231 3 Ir — 0 BD232 LM232 3 Ir — 0 BD233 LM233 3 Ir — 0 BD234 LM234 3 Ir — 0 BD235 LM235 3 Ir — 0 BD236 LM236 3 Ir — 0 BD237 LM237 3 Ir — 0 BD238 LM238 3 Ir — 0 BD239 LM239 3 Ir — 0 BD240 LM240 3 Ir — 0 BD241 LM241 3 Ir — 0 BD242 LM242 3 Ir — 0 BD243 LM243 3 Ir — 0 BD244 LFM1 3 Ir — 0 BD245 LFM2 3 Ir — 0 BD246 LFM3 3 Ir — 0 BD247 LFM4 3 Ir — 0 BD248 LFM5 3 Ir — 0 BD249 LFM6 3 Ir — 0 BD250 LFM7 3 Ir — 0 BD251 LFP1 3 Ir — 0 BD252 LFP2 3 Ir — 0 BD253 LFP3 3 Ir — 0 BD254 LFP4 3 Ir — 0 BD255 LFP5 3 Ir — 0 BD256 LFP6 3 Ir — 0 BD257 LFP7 3 Ir — 0 BD258 LM47 2 Ir AN1 1 BD259 LM47 2 Ir AN2 1 BD260 LM47 2 Ir AN3 1 BD261 LM47 2 Ir AN4 1 BD262 LM47 2 Ir AN5 1 BD263 LM11 2 Pt — 0 BD264 LM13 2 Pt — 0 BD265 LM15 2 Pt — 0 BD266 LM45 2 Pt — 0 BD267 LM47 2 Pt — 0 BD268 LM49 2 Pt — 0 BD269 LM98 2 Pt — 0 BD270 LM100 2 Pt — 0 BD271 LM102 2 Pt — 0 BD272 LM132 2 Pt — 0 BD273 LM134 2 Pt — 0 BD274 LM136 2 Pt — 0 BD275 LM151 2 Pt — 0 BD276 LM153 2 Pt — 0 BD277 LM158 2 Pt — 0 BD278 LM180 2 Pt — 0 BD279 LM182 2 Pt — 0 BD280 LM187 2 Pt — 0 BD281 LM201 2 Pt — 0 BD282 LM206 2 Pt — 0 BD283 LM211 2 Pt — 0 BD284 LM233 2 Pt — 0 BD285 LM235 2 Pt — 0 BD286 LM240 2 Pt — 0 BD287 LFM5 2 Pt — 0 BD288 LFM6 2 Pt — 0 BD289 LFM7 2 Pt — 0 BD290 LFP5 2 Pt — 0 BD291 LFP6 2 Pt — 0 BD292 LFP7 2 Pt — 0 BD293 LM47 1 Pt AN1 1 BD294 LM47 1 Pt AN2 1 BD295 LM47 1 Pt AN3 1 BD296 LM47 1 Pt AN4 1 BD297 LM47 1 Pt AN5 1

In Tables 11 to 13, LM1 to LM243 may be understood by referring to Formulae 1-1 to 1-3 and Tables 14 to 16:

TABLE 14 Formula 1-1 Ligand R₁₁ R₁₂ R₁₃ R₁₄ R₁₅ R₁₆ R₁₇ R₁₈ R₁₉ R₂₀ LM1 X1 H X3 H X1 H H H H D LM2 X1 H X3 H X1 H H H D H LM3 X1 H X3 H X1 H H H D D LM4 Y1 H X3 H Y1 H H H D D LM5 Y2 H X3 H Y2 H H H D D LM6 Y3 H X3 H Y3 H H H D D LM7 Y3 D X3 D Y3 H H H D D LM8 Y3 D X3 D Y3 D H H D D LM9 Y3 D X3 D Y3 D D H D D LM10 Y3 D X3 D Y3 D D D D D LM11 Y3 D Y11 D Y3 D D D D D LM12 Y3 D Y11 D Y3 H X1 H D D LM13 Y3 D Y11 D Y3 D Y3 D D D LM14 Y3 D Y11 D Y3 H X4 H D D LM15 Y3 D Y11 D Y3 D Y12 D D D LM16 X2 H X3 H X2 H H H H D LM17 X2 H X3 H X2 H H H D H LM18 X2 H X3 H X2 H H H D D LM19 Y4 H X3 H Y4 H H H D D LM20 Y5 H X3 H Y5 H H H D D LM21 Y6 H X3 H Y6 H H H D D LM22 Y7 H X3 H Y7 H H H D D LM23 Y8 H X3 H Y8 H H H D D LM24 Y9 H X3 H Y9 H H H D D LM25 Y10 H X3 H Y10 H H H D D LM26 Y10 D X3 D Y10 H H H D D LM27 Y10 D X3 D Y10 D H H D D LM28 Y10 D X3 D Y10 D D H D D LM29 Y10 D X3 D Y10 D D D D D LM30 Y10 D Y11 D Y10 D D D D D LM31 Y10 D Y11 D Y10 H X1 H D D LM32 Y10 D Y11 D Y10 D Y3 D D D LM33 Y10 D Y11 D Y10 H X4 H D D LM34 Y10 D Y11 D Y10 D Y12 D D D LM35 X1 H X4 H X1 H H H H D LM36 X1 H X4 H X1 H H H D H LM37 X1 H X4 H X1 H H H D D LM38 Y1 H X4 H Y1 H H H D D LM39 Y2 H X4 H Y2 H H H D D LM40 Y3 H X4 H Y3 H H H D D LM41 Y3 D X4 D Y3 H H H D D LM42 Y3 D X4 D Y3 D H H D D LM43 Y3 D X4 D Y3 D D H D D LM44 Y3 D X4 D Y3 D D D D D LM45 Y3 D Y12 D Y3 D D D D D LM46 Y3 D Y12 D Y3 H X1 H D D LM47 Y3 D Y12 D Y3 D Y3 D D D LM48 Y3 D Y12 D Y3 H X4 H D D LM49 Y3 D Y12 D Y3 D Y12 D D D LM50 X2 H X4 H X2 H H H H D LM51 X2 H X4 H X2 H H H D H LM52 X2 H X4 H X2 H H H D D LM53 Y4 H X4 H Y4 H H H D D LM54 Y5 H X4 H Y5 H H H D D LM55 Y6 H X4 H Y6 H H H D D LM56 Y7 H X4 H Y7 H H H D D LM57 Y8 H X4 H Y8 H H H D D LM58 Y9 H X4 H Y9 H H H D D LM59 Y10 H X4 H Y10 H H H D D LM60 Y10 D X4 D Y10 H H H D D LM61 Y10 D X4 D Y10 D H H D D LM62 Y10 D X4 D Y10 D D H D D LM63 Y10 D X4 D Y10 D D D D D LM64 Y10 D Y12 D Y10 D D D D D LM65 Y10 D Y12 D Y10 H X1 H D D LM66 Y10 D Y12 D Y10 D Y3 D D D LM67 Y10 D Y12 D Y10 H X4 H D D LM68 Y10 D Y12 D Y10 D Y12 D D D LM69 X1 H X5 H X1 H H H H D LM70 X1 H X5 H X1 H H H D H LM71 X1 H X5 H X1 H H H D D LM72 Y1 H X5 H Y1 H H H D D LM73 Y2 H X5 H Y2 H H H D D LM74 Y3 H X5 H Y3 H H H D D LM75 Y3 D X5 D Y3 H H H D D LM76 Y3 D X5 D Y3 D H H D D LM77 Y3 D X5 D Y3 D D H D D LM78 Y3 D X5 D Y3 D D D D D LM79 Y3 D Y13 D Y3 D D D D D LM80 Y3 D Y13 D Y3 H X1 H D D LM81 Y3 D Y13 D Y3 D Y3 D D D LM82 Y3 D Y13 D Y3 H X4 H D D LM83 Y3 D Y13 D Y3 D Y12 D D D LM84 X2 H X5 H X2 H H H H D LM85 X2 H X5 H X2 H H H D H LM86 X2 H X5 H X2 H H H D D LM87 Y4 H X5 H Y4 H H H D D LM88 Y5 H X5 H Y5 H H H D D LM89 Y6 H X5 H Y6 H H H D D LM90 Y7 H X5 H Y7 H H H D D LM91 Y8 H X5 H Y8 H H H D D LM92 Y9 H X5 H Y9 H H H D D LM93 Y10 H X5 H Y10 H H H D D LM94 Y10 D X5 D Y10 H H H D D LM95 Y10 D X5 D Y10 D H H D D LM96 Y10 D X5 D Y10 D D H D D LM97 Y10 D X5 D Y10 D D D D D LM98 Y10 D Y13 D Y10 D D D D D LM99 Y10 D Y13 D Y10 H X1 H D D LM100 Y10 D Y13 D Y10 D Y3 D D D LM101 Y10 D Y13 D Y10 H X4 H D D LM102 Y10 D Y13 D Y10 D Y12 D D D LM103 X1 H X6 H X1 H H H H D LM104 X1 H X6 H X1 H H H D H LM105 X1 H X6 H X1 H H H D D LM106 Y1 H X6 H Y1 H H H D D LM107 Y2 H X6 H Y2 H H H D D LM108 Y3 H X6 H Y3 H H H D D LM109 Y3 D X6 D Y3 H H H D D LM110 Y3 D X6 D Y3 D H H D D LM111 Y3 D X6 D Y3 D D H D D LM112 Y3 D X6 D Y3 D D D D D LM113 Y3 D Y14 D Y3 D D D D D LM114 Y3 D Y14 D Y3 H X1 H D D LM115 Y3 D Y14 D Y3 D Y3 D D D LM116 Y3 D Y14 D Y3 H X4 H D D LM117 Y3 D Y14 D Y3 D Y12 D D D LM118 X2 H X6 H X2 H H H H D LM119 X2 H X6 H X2 H H H D H LM120 X2 H X6 H X2 H H H D D LM121 Y4 H X6 H Y4 H H H D D LM122 Y5 H X6 H Y5 H H H D D LM123 Y6 H X6 H Y6 H H H D D LM124 Y7 H X6 H Y7 H H H D D LM125 Y8 H X6 H Y8 H H H D D LM126 Y9 H X6 H Y9 H H H D D LM127 Y10 H X6 H Y10 H H H D D LM128 Y10 D X6 D Y10 H H H D D LM129 Y10 D X6 D Y10 D H H D D LM130 Y10 D X6 D Y10 D D H D D LM131 Y10 D X6 D Y10 D D D D D LM132 Y10 D Y14 D Y10 D D D D D LM133 Y10 D Y14 D Y10 H X1 H D D LM134 Y10 D Y14 D Y10 D Y3 D D D LM135 Y10 D Y14 D Y10 H X4 H D D LM136 Y10 D Y14 D Y10 D Y12 D D D LM137 X1 H X7 H X1 H H H H D LM138 X1 H X7 H X1 H H H D H LM139 X1 H X7 H X1 H H H D D LM140 Y1 H X7 H Y1 H H H D D LM141 Y2 H X7 H Y2 H H H D D LM142 Y3 H X7 H Y3 H H H D D LM143 Y3 D X7 D Y3 H H H D D LM144 Y3 D X7 D Y3 D H H D D LM145 Y3 D X7 D Y3 D D H D D LM146 Y3 D X7 D Y3 D D D D D LM147 Y3 D X8 D Y3 D D D D D LM148 Y3 D Y16 D Y3 D D D D D LM149 Y3 D Y17 D Y3 D D D D D LM150 Y3 D Y18 D Y3 D D D D D LM151 Y3 D Y15 D Y3 D D D D D LM152 Y3 D Y15 D Y3 H X1 H D D LM153 Y3 D Y15 D Y3 D Y3 D D D LM154 Y3 D Y16 D Y3 D Y3 D D D LM155 Y3 D Y17 D Y3 D Y3 D D D LM156 Y3 D Y18 D Y3 D Y3 D D D LM157 Y3 D Y15 D Y3 H X4 H D D LM158 Y3 D Y15 D Y3 D Y12 D D D LM159 Y3 D Y16 D Y3 D Y12 D D D LM160 Y3 D Y17 D Y3 D Y12 D D D LM161 Y3 D Y18 D Y3 D Y12 D D D LM162 X2 H X7 H X2 H H H H D LM163 X2 H X7 H X2 H H H D H LM164 X2 H X7 H X2 H H H D D LM165 Y4 H X7 H Y4 H H H D D LM166 Y5 H X7 H Y5 H H H D D LM167 Y6 H X7 H Y6 H H H D D LM168 Y7 H X7 H Y7 H H H D D LM169 Y8 H X7 H Y8 H H H D D LM170 Y9 H X7 H Y9 H H H D D LM171 Y10 H X7 H Y10 H H H D D LM172 Y10 D X7 D Y10 H H H D D LM173 Y10 D X7 D Y10 D H H D D LM174 Y10 D X7 D Y10 D D H D D LM175 Y10 D X7 D Y10 D D D D D LM176 Y10 D X8 D Y10 D D D D D LM177 Y10 D Y16 D Y10 D D D D D LM178 Y10 D Y17 D Y10 D D D D D LM179 Y10 D Y18 D Y10 D D D D D LM180 Y10 D Y15 D Y10 D D D D D LM181 Y10 D Y15 D Y10 H X1 H D D LM182 Y10 D Y15 D Y10 D Y3 D D D LM183 Y10 D Y16 D Y10 D Y3 D D D LM184 Y10 D Y17 D Y10 D Y3 D D D LM185 Y10 D Y18 D Y10 D Y3 D D D LM186 Y10 D Y15 D Y10 H X4 H D D LM187 Y10 D Y15 D Y10 D Y12 D D D LM188 Y10 D Y16 D Y10 D Y12 D D D LM189 Y10 D Y17 D Y10 D Y12 D D D LM190 Y10 D Y18 D Y10 D Y12 D D D LM191 X1 X7 H H X1 H H H H D LM192 X1 X7 H H X1 H H H D H LM193 X1 X7 H H X1 H H H D D LM194 Y1 X7 H H Y1 H H H D D LM195 Y2 X7 H H Y2 H H H D D LM196 Y3 X7 H H Y3 H H H D D LM197 Y3 X7 D D Y3 H H H D D LM198 Y3 X7 D D Y3 D H H D D LM199 Y3 X7 D D Y3 D D H D D LM200 Y3 X7 D D Y3 D D D D D LM201 Y3 Y15 D D Y3 D D D D D LM202 Y3 Y16 D D Y3 D D D D D LM203 Y3 Y17 D D Y3 D D D D D LM204 Y3 Y18 D D Y3 D D D D D LM205 Y3 Y15 D D Y3 H X1 H D D LM206 Y3 Y15 D D Y3 D Y3 D D D LM207 Y3 Y16 D D Y3 D Y3 D D D LM208 Y3 Y17 D D Y3 D Y3 D D D LM209 Y3 Y18 D D Y3 D Y3 D D D LM210 Y3 Y15 D D Y3 H X4 H D D LM211 Y3 Y15 D D Y3 D Y12 D D D LM212 Y3 Y16 D D Y3 D Y12 D D D LM213 Y3 Y17 D D Y3 D Y12 D D D LM214 Y3 Y18 D D Y3 D Y12 D D D LM215 X2 X7 H H X2 H H H H D LM216 X2 X7 H H X2 H H H D H LM217 X2 X7 H H X2 H H H D D LM218 Y4 X7 H H Y4 H H H D D LM219 Y5 X7 H H Y5 H H H D D LM220 Y6 X7 H H Y6 H H H D D LM221 Y7 X7 H H Y7 H H H D D LM222 Y8 X7 H H Y8 H H H D D LM223 Y9 X7 H H Y9 H H H D D LM224 Y10 X7 H H Y10 H H H D D LM225 Y10 X7 D D Y10 H H H D D LM226 Y10 X7 D D Y10 D H H D D LM227 Y10 X7 D D Y10 D D H D D LM228 Y10 X7 D D Y10 D D D D D LM229 Y10 X8 D D Y10 D D D D D LM230 Y10 Y16 D D Y10 D D D D D LM231 Y10 Y17 D D Y10 D D D D D LM232 Y10 Y18 D D Y10 D D D D D LM233 Y10 Y15 D D Y10 D D D D D LM234 Y10 Y15 D D Y10 H X1 H D D LM235 Y10 Y15 D D Y10 D Y3 D D D LM236 Y10 Y16 D D Y10 D Y3 D D D LM237 Y10 Y17 D D Y10 D Y3 D D D LM238 Y10 Y18 D D Y10 D Y3 D D D LM239 Y10 Y15 D D Y10 H X4 H D D LM240 Y10 Y15 D D Y10 D Y12 D D D LM241 Y10 Y16 D D Y10 D Y12 D D D LM242 Y10 Y17 D D Y10 D Y12 D D D LM243 Y10 Y18 D D Y10 D Y12 D D D

TABLE 15 Formula 1-2 Ligand R₁₁ X₁₁ R₁₀₁ R₁₀₂ R₁₀₃ R₁₀₄ R₁₄ R₁₅ R₁₆ R₁₇ R₁₈ R₁₉ R₂₀ LFM1 Y10 N—Ph D D D D D Y10 D D D D D LFM2 Y10 S D D D D D Y10 D D D D D LFM3 Y10 O D D D D D Y10 D D D D D LFM4 Y3 O D D D D D Y3 D D D D D LFM5 Y10 O D D D D D Y10 D D D D D LFM6 Y10 O D D D D D Y10 D Y3 D D D LFM7 Y10 O D D D D D Y10 D Y12 D D D

TABLE 16 Formula 1-3 Ligand R₁₁ X₁₁ R₁₀₁ R₁₀₂ R₁₀₃ R₁₀₄ R₁₄ R₁₅ R₁₆ R₁₇ R₁₈ R₁₉ R₂₀ LFP1 Y10 N—Ph D D D D D Y10 D D D D D LFP2 Y10 S D D D D D Y10 D D D D D LFP3 Y10 O D D D D D Y10 D D D D D LFP4 Y3 O D D D D D Y3 D D D D D LFP5 Y10 O D D D D D Y10 D D D D D LFP6 Y10 O D D D D D Y10 D Y3 D D D LFP7 Y10 O D D D D D Y10 D Y12 D D D

In Tables 14 to 16, X1 to X10 and Y1 to Y18 may be as follows, and “Ph” represents a phenyl group:

In some embodiments, the sensitizer may be represented by Formula 111 or Formula 112, and in this embodiment, the sensitizer may be referred to as a delayed fluorescence sensitizer:

wherein, in Formulae 111 and 112,

A₂₁ may be an acceptor,

D₂₁ may be a donor,

m21 may be 1, 2, or 3, and n21 may b 1, 2, or 3,

in Formula 111, a sum of n21 and m21 may be 6 or less, and in Formula 112, a sum of n21 and m21 may be 5 or less, and

R₂₁ may be hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₇-C₆₀ alkyl aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₂-C₆₀ alkyl heteroaryl group, a substituted or unsubstituted C₁-C₆₀hetero aryloxy group, a substituted or unsubstituted C₁-C₆₀hetero arylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), —N(Q₁)(Q₂), —P(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), or —P(═S)(Q₁)(Q₂), and a plurality of R₂₁(s) may optionally be bound to each other to form a substituted or unsubstituted C₅-C₃₀ carbocyclic group or a substituted or unsubstituted C₁-C₃₀ heterocyclic group,

wherein Q₁ to Q₃ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a C₂-C₆₀ alkyl heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C₁-C₆₀ alkyl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof, or a C₆-C₆₀ aryl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof.

For example, in Formulae 111 and 112, A₂₁ may be a substituted or unsubstituted π electron-depleted nitrogen-free cyclic group.

In some embodiments, the π electron-depleted nitrogen-free cyclic group may be a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, an indacene group, an acenaphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentacene group, a rubicene group, a coronene group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, a triindolobenzene group; or a condensed ring of at least two π electron-depleted nitrogen-free cyclic groups, but embodiments are not limited thereto.

In some embodiments, in Formulae 111 and 112, D₂₁ may be: —F, a cyano group, or a π electron-depleted nitrogen-containing cyclic group;

a C₁-C₆₀ alkyl group, a π electron-depleted nitrogen-containing cyclic group, or π electron-depleted nitrogen-free cyclic group, each substituted with at least one of —F, a cyano group, or any combination thereof; or

a π electron-depleted nitrogen-containing cyclic group substituted with at least one of deuterium, a C₁-C₆₀ alkyl group, a π electron-depleted nitrogen-containing cyclic group, π electron-depleted nitrogen-free cyclic group, or any combination thereof.

In some embodiments, the π electron-depleted nitrogen-free cyclic group may be understood by referring to the description of the π electron-depleted nitrogen-free cyclic group provided herein.

The π electron-depleted nitrogen-containing cyclic group may be a cyclic group having at least one *—N═*′ moiety. Examples thereof may include: an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyridazine group, a pyrimidine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, an azacarbazole group, and a benzimidazolobenzimidazole group; and a condensed ring of at least two π electron-depleted nitrogen-containing cyclic groups.

In some embodiments, the sensitizer may be Groups VII to XII, but embodiments are not limited thereto:

Hole Transport Region 12

In the organic light-emitting device 10, the hole transport region 12 may be between the first electrode 11 and the emission layer 15.

The hole transport region 12 may have a single-layered structure or a multi-layered structure.

For example, the hole transport region 12 may have a structure of hole injection layer, a structure of hole transport layer, a structure of hole injection layer/hole transport layer, a structure of hole injection layer/first hole transport layer/second hole transport layer, a structure of hole transport layer/intermediate layer, a structure of hole injection layer/hole transport layer/intermediate layer, a structure of hole transport layer/electron blocking layer, or a structure of hole injection layer/hole transport layer/electron blocking layer, but embodiments are not limited thereto.

The hole transport region 12 may include a compound having hole transport characteristics.

For example, the hole transport region 12 may include an amine-based compound.

In an embodiment, the hole transport region 12 may include at least one compound represented by Formulae 201 to 205, but embodiments are not limited thereto:

wherein, in Formulae 201 to 205,

L₂₀₁ to L₂₀₉ may each independently be *—O—*′, *—S—*′, a substituted or unsubstituted C₅-C₆₀ carbocyclic group or a substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xa1 to xa9 may each independently be an integer from 0 to 5,

R₂₀₁ to R₂₀₆ may each independently be a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, and two adjacent groups R₂₀₁ to R₂₀₆ may optionally be bound to each other via a single bond, a dimethyl-methylene group, or a diphenyl-methylene group.

In some embodiments,

L₂₀₁ to L₂₀₉ may be a benzene group, a heptalene group, an indene group, a naphthalene group, an azulene group, a heptalene group, an indacene group, an acenaphthylene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentacene group, a hexacene group, a pentacene group, a rubicene group, a coronene group, an ovalene group, a pyrrole group, an isoindole group, an indole group, a furan group, a thiophene group, a benzofuran group, a benzothiophene group, a benzocarbazole group, a dibenzocarbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzothiophene sulfone(dibenzothiophene sulfone) group, a carbazole group, a dibenzosilole group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group or a triindolobenzene group, each unsubstituted or substituted with at least one of deuterium, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a triphenylenyl group, a biphenyl group, a terphenyl group, a tetraphenyl group, —Si(Q₁₁)(Q₁₂)(Q₁₃), or any combination thereof,

xa1 to xa9 may each independently be 0, 1, or 2, and

R₂₀₁ to R₂₀₆ may each independently be a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an indenocarbazolyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, or a benzothienocarbazolyl group, each unsubstituted or substituted with at least one of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with —F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), or any combination thereof,

wherein Q₁₁ to Q₁₃ and Q₃₁ to Q₃₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

According to an embodiment, the hole transport region 12 may include a carbazole-containing amine-based compound.

In one or more embodiments, the hole transport region 12 may include a carbazole-containing amine-based compound and a carbazole-free amine-based compound.

The carbazole-containing amine-based compound may be, for example, a compound represented by Formula 201 including a carbazole group and further including at least one of a dibenzofuran group, a dibenzothiophene group, a fluorene group, a spirofluorene group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or any combination thereof.

The carbazole-free amine-based compound may be, for example, compounds represented by Formula 201 not including a carbazole group and including at least one of a dibenzofuran group, a dibenzothiophene group, a fluorene group, a spirofluorene group, an indenocarbazole group, an indolocarbazole group, a benzofurocarbazole group, a benzothienocarbazole group, or any combination thereof.

In one or more embodiments, the hole transport region 12 may include at least one compound represented by Formula 201, 202, or a combination thereof.

In an embodiment, the hole transport region 12 may include at least one compound represented by Formulae 201-1, 202-1, 201-2, or any combination thereof, but embodiments are not limited thereto:

wherein in Formulae 201-1, 202-1, and 201-2, L₂₀₁ to L₂₀₃, L₂₀₅, xa1 to xa3, xa5, R₂₀₁, and R₂₀₂ may respectively be understood by referring to the descriptions of L₂₀₁ to L₂₀₃, L₂₀₅, xa1 to xa3, xa5, R₂₀₁, and R₂₀₂ provided herein, and R₂₁₁ to R₂₁₃ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with —F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a triphenylenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, or a pyridinyl group.

In some embodiments, the hole transport region 12 may include at least one of Compounds HT1 to HT39, but embodiments are not limited thereto:

In some embodiments, the hole transport region may include at least one compound of 4,4′-cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine] (TAPC), tris(4-carbazoyl-9-ylphenyl)amine (TCTA), or any combination thereof.

The hole transport region 12 of the organic light-emitting device 10 may further include a p-dopant. When the hole transport region 12 further includes a p-dopant, the hole transport region 12 may have a structure including a matrix (for example, at least one compound represented by Formulae 201 to 205) and a p-dopant included in the matrix. The p-dopant may be homogeneously or non-homogeneously doped in the hole transport region 12.

In some embodiments, a LUMO energy level of the p-dopant may be about −3.5 eV or less.

The p-dopant may include at least one of a quinone derivative, a metal oxide, a cyano group-containing compound, or any combination thereof, but embodiments are not limited thereto.

In some embodiments, the p-dopant may include:

a quinone derivative such as tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), or F6-TCNNQ;

a metal oxide such as tungsten oxide or molybdenum oxide;

1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221, but embodiments are not limited thereto:

wherein, in Formula 221,

R₂₂₁ to R₂₂₃ may each independently be a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, or a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, wherein at least one R₂₂₁ to R₂₂₃ may include at least one a cyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substituted with —F, a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl group substituted with —Br, a C₁-C₂₀ alkyl group substituted with —I, or any combination thereof.

A thickness of the hole transport region 12 may be in a range of about 100 Angstroms (Å) to about 10,000 Å, for example, about 400 Å to about 2,000 Å, and a thickness of the emission layer 15 may be in a range of about 100 Å to about 3,000 Å, for example, about 300 Å to about 1,000 Å. When the thicknesses of the hole transport region 12 and the emission layer 15 are within any of these ranges, satisfactory hole transporting characteristics and/or luminescence characteristics may be obtained without a substantial increase in driving voltage.

Electron Transport Region 17

In the organic light-emitting device 10, the electron transport region 17 may be between the emission layer 15 and the second electrode 19.

The electron transport region 17 may have a single-layered structure or a multi-layered structure.

For example, the electron transport region 17 may have a structure of electron transport layer, a structure of electron transport layer/electron injection layer, a structure of buffer layer/electron transport layer, a structure of hole blocking layer/electron transport layer, a structure of buffer layer/electron transport layer/electron injection layer, or a structure of hole blocking layer/electron transport layer/electron injection layer, but embodiments are not limited thereto. The electron transport region 17 may include an electron control layer.

The electron transport region 17 may include a known electron transport material.

The electron transport region 17 (for example, the buffer layer, the hole blocking layer, the electron control layer, or the electron transport layer in the electron transport region 17) may include a metal-free compound including at least one π electron-depleted nitrogen-containing cyclic group. The π electron-depleted nitrogen-containing cyclic group may be understood by referring to the description for those provided herein.

In some embodiments, the electron transport region may include a compound represented by Formula 601:

[Ar₆₀₁]_(xe11)-[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21)   Formula 601

wherein, in Formula 601,

Ar₆₀₁ and L₆₀₁ may each independently be a substituted or unsubstituted C₅-C₆₀ carbocyclic group or a substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xe11 may be 1, 2, or 3,

xe1 may be an integer from 0 to 5,

R₆₀₁ may be a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q₆₀₃), —C(═O)(Q₆₀₁), —S(═O)₂(Q₆₀₁), or —P(═O)(Q₆₀₁)(Q₆₀₂),

Q₆₀₁ to Q₆₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and

xe21 may be an integer from 1 to 5.

In some embodiments, at least one Ar₆₀₁(s) in the number of xe11 and R₆₀₁(s) in the number of xe21 may include the π electron-depleted nitrogen-containing cyclic group.

In some embodiments, in Formula 601, ring Ar₆₀₁ and L₆₀₁ may each independently be a benzene group, a naphthalene group, a fluorene group, a spiro-bifluorene group, a benzofluorene group, a dibenzofluorene group, a phenalene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a naphthacene group, a picene group, a perylene group, a pentaphene group, an indenoanthracene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthridine group, an acridine group, a phenanthroline group, a phenazine group, a benzimidazole group, an isobenzothiazole group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a thiadiazole group, an imidazopyridine group, an imidazopyrimidine group, or an azacarbazole group, each unsubstituted or substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), —P(═O)(Q₃₁)(Q₃₂), or any combination thereof,

wherein Q₃₁ to Q₃₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

When xe11 in Formula 601 is 2 or greater, at least two Ar₆₀₁(s) may be bound via a single bond.

In one or more embodiments, Ar₆₀₁ in Formula 601 may be an anthracene group.

In some embodiments, the compound represented by Formula 601 may be represented by Formula 601-1:

wherein, in Formula 601-1,

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), X₆₁₆ may be N or C(R₆₁₆), at least one X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be understood by referring to the description of L₆₀₁ provided herein,

xe611 to xe613 may each independently be understood by referring to the description of xe1 provided herein,

R₆₁₁ to R₆₁₃ may each independently be understood by referring to the description of R₆₀₁ provided herein, and

R₆₁₄ to R₆₁₆ may each independently be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group.

In one or more embodiments, in Formulae 601 and 601-1, xe1 and xe611 to xe613 may each independently be 0, 1, or 2.

In one or more embodiments, in Formulae 601 and 601-1, R₆₀₁ and R₆₁₁ to R₆₁₃ may each independently be: a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, or an azacarbazolyl group, each unsubstituted or substituted with at least one deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a thiophenyl group, a furanyl group, a carbazolyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, or any combination thereof; or

—S(═O)₂(Q₆₀₁) or —P(═O)(Q₆₀₁)(Q₆₀₂),

wherein Q₆₀₁ and Q₆₀₂ may respectively be understood by referring to the descriptions of Q₆₀₁ and Q₆₀₂ provided herein.

The electron transport region may include at least one compound of Compounds ET1 to ET36, but embodiments are not limited thereto:

In some embodiments, the electron transport region may include at least one compound of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq₃, BAlq, 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), 2,2′,2″-(1,3,5-benzinetriyl)-tris(1-phenyl-1-H-benzimidazole) (TPBi), NTAZ, or any combinations thereof:

The thicknesses of the buffer layer, the hole blocking layer, or the electron control layer may each independently be in a range of about 20 Å to about 1,000 Å, and in some embodiments, about 30 Å to about 300 Å. When the thicknesses of the buffer layer, the hole blocking layer or the electron control layer are within any of these ranges, excellent hole blocking characteristics or excellent electron controlling characteristics may be obtained without a substantial increase in driving voltage.

The thickness of the electron transport layer may be in a range of about 100 Å to about 1,000 Å, and in some embodiments, about 150 Å to about 500 Å. When the thickness of the electron transport layer is within any of these ranges, excellent electron transport characteristics may be obtained without a substantial increase in driving voltage.

The electron transport region 17 (e.g., the electron transport layer in the electron transport region 17) may further include, in addition to the materials described above, a material including metal.

The metal-containing material may include at least one an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The alkali metal complex may include a metal ion of a lithium (Li) ion, a sodium (Na) ion, a potassium (K) ion, a rubidium (Rb) ion, a cesium (Cs) ion, or any combination thereof. The alkaline earth metal complex may include a metal ion a beryllium (Be) ion, a magnesium (Mg) ion, a calcium (Ca) ion, a strontium (Sr) ion, a barium (Ba) ion, or any combination thereof. Each ligand coordinated with the metal ion of the alkali metal complex and the alkaline earth metal complex may independently be hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, or cyclopentadiene, but embodiments are not limited thereto.

For example, the metal-containing material may include a Li complex. The Li complex may include, e.g., Compound ET-D1 (LiQ) or Compound ET-D2:

The electron transport region 17 may include an electron injection layer that facilitates injection of electrons from the second electrode 19. The electron injection layer may be in direct contact with the second electrode 19.

The electron injection layer may have i) a single-layered structure consisting of a single layer consisting of a single material, ii) a single-layered structure consisting of a single layer including a plurality of different materials, or iii) a multi-layered structure having a plurality of layers, each including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or a combination thereof.

The alkali metal may be Li, Na, K, Rb, or Cs. In some embodiments, the alkali metal may be Li, Na, or Cs. In one or more embodiments, the alkali metal may be Li or Cs, but embodiments are not limited thereto.

The alkaline earth metal may be Mg, Ca, Sr, or Ba.

The rare earth metal may be Sc, Y, Ce, Tb, Yb, or Gd.

The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may each independently be an oxide and a halides (e.g., fluorides, chlorides, bromides, or iodides) of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively.

The alkali metal compound may be alkali metal oxides, such as Li₂O, Cs₂O, or K₂O, and alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI. In some embodiments, the alkali metal compound may be LiF, Li₂O, NaF, LiI, NaI, CsI, or KI, but embodiments are not limited thereto.

The alkaline earth-metal compound may be an alkaline earth-metal compound, such as BaO, SrO, CaO, Ba_(x)Sr_(1−x)O (wherein 0<x<1), or Ba_(x)Ca_(1−x)O (wherein 0<x<1). In some embodiments, the alkaline earth metal compound may be BaO, SrO, or CaO, but embodiments are not limited thereto.

The rare earth metal compound may be YbF₃, ScF₃, ScO₃, Y₂O₃, Ce₂O₃, GdF₃, or TbF₃. In some embodiments, the rare earth metal compound may be YbF₃, ScF₃, TbF₃, YbI₃, ScI₃, or TbI₃, but embodiments are not limited thereto.

The alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex may each include ions of the above-described alkali metal, alkaline earth metal, and rare earth metal. Each ligand coordinated with the metal ion of the alkali metal complex, the alkaline earth metal complex, and the rare earth metal complex may independently be hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, or cyclopentadiene, but embodiments are not limited thereto.

The electron injection layer may consist of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or a combination thereof, as described above. In some embodiments, the electron injection layer may further include an organic material. When the electron injection layer further includes an organic material, the alkali metal, the alkaline earth metal, the rare earth metal, the alkali metal compound, the alkaline earth metal compound, the rare earth metal compound, the alkali metal complex, the alkaline earth metal complex, the rare earth metal complex, or a combination thereof, the foregoing may be homogeneously or non-homogeneously dispersed in a matrix including the organic material.

The thickness of the electron injection layer may be in a range of about 1 Å to about 100 Å, and in some embodiments, about 3 Å to about 90 Å. When the thickness of the electron injection layer is within any of these ranges, excellent electron injection characteristics may be obtained without a substantial increase in driving voltage.

Second Electrode 19

The second electrode 19 may be on the organic layer 10A. In an embodiment, the second electrode 19 may be a cathode that is an electron injection electrode. In this embodiment, a material for forming the second electrode 19 may be a material having a low work function, for example, a metal, an alloy, an electrically conductive compound, or a combination thereof.

The second electrode 19 may include at least one lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), ITO, IZO, or any combination thereof, but embodiments are not limited thereto. The second electrode 19 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

The second electrode 19 may have a single-layered structure or a multi-layered structure including two or more layers.

Hereinbefore the organic light-emitting device 10 has been described with reference to FIG. 1 , but embodiments are not limited thereto.

Description of FIG. 3

FIG. 3 is a schematic view of an organic light-emitting device 100 according to an exemplary embodiment.

The organic light-emitting device 100 in FIG. 3 may include a first electrode 110, a second electrode 190 facing the first electrode 110, and a first light-emitting unit 151 and a second light-emitting unit 152 between the first electrode 100 and the second electrode 190. A charge generating layer 141 may be between the first light-emitting unit 151 and the second light-emitting unit 152, and the charge generating layer 141 may include an n-type charge generating layer 141-N and a p-type charge generating layer 141-P. The charge generating layer 141 is a layer serving to generate charges and supply the generated charges to the adjacent light-emitting unit, and may include a known material.

The first light-emitting unit 151 may include a first emission layer 151-EM, and the second light-emitting unit 152 may include a second emission layer 152-EM. A maximum emission wavelength of light emitted by the first light-emitting unit 151 may be different from a maximum emission wavelength of light emitted by the second light-emitting unit 152. For example, mixed light of the light emitted by the first light-emitting unit 151 and the light emitted by the second light-emitting unit 152 may be white light, but embodiments are not limited thereto.

A hole transport region 120 may be between the first light-emitting unit 151 and the first electrode 110, and the second light-emitting unit 152 may include a first hole transport region 121 toward the first electrode 110.

An electron transport region 170 may be between the second light-emitting unit 152 and the second electrode 190, and the first light-emitting unit 151 may include a first electron transport region 171 between the charge generating layer 141 and the first emission layer 151-EM.

In some embodiments, the first emission layer 151-EM may include the heterocyclic compound.

In some embodiments, the second emission layer 152-EM may include the heterocyclic compound.

In FIG. 3 , the first electrode 110 and the second electrode 190 may each be understood by referring to the descriptions for the first electrode 110 and the second electrode 19 in FIG. 1 , respectively.

In FIG. 3 , the first emission layer 151-EM and the second emission layer 152-EM may each be understood by referring to the descriptions for the emission layer 15 in FIG. 3 .

In FIG. 3 , the hole transport region 120 and the first hole transport region 121 may each be understood by referring to the descriptions for the hole transport region 12 in FIG. 1 .

In FIG. 3 , the electron transport region 170 and the first electron transport region 171 may each be understood by referring to the descriptions for the electron transport region 17 in FIG. 1 .

Hereinbefore, by referring to FIG. 3 , the first light-emitting unit 151 and the second light-emitting unit 152 has been described as being included in an organic light-emitting device including an emission layer including the host, the dopant, and the sensitizer described herein. However, the organic light-emitting device 100 in FIG. 3 may be subjected to various modifications, for example, at least one of the first light-emitting unit 151 and the second light-emitting unit 152 of the organic light-emitting device 100 in FIG. 3 may be replaced by any suitable known light-emitting unit, or three or more light-emitting units may be included.

Description of FIG. 4

FIG. 4 is a schematic view of an organic light-emitting device 200 according to an exemplary embodiment.

The organic light-emitting device 100 in FIG. 4 includes a first electrode 210, a second electrode 290 facing the first electrode 210, and a first emission layer 251 and a second emission layer 252 between the first electrode 210 and the second electrode 290.

A maximum emission wavelength of light emitted by the first emission layer 251 may be different from a maximum emission wavelength of light emitted by the second emission layer 252. For example, mixed light of the light emitted by the first emission layer 251 and the light emitted by the second emission layer 252 may be white light, but embodiments are not limited thereto.

A hole transport region 220 may be between the first emission layer 251 and the first electrode 210, and an electron transport region 270 may be between the second emission layer 252 and the second electrode 290.

In some embodiments, the first emission layer 251 may include the heterocyclic compound.

In some embodiments, the second emission layer 252 may include the heterocyclic compound.

In FIG. 4 , the first electrode 210, the hole transport region 220, and the second electrode 290 may each be understood by referring to the descriptions for the first electrode 11, the hole transport region 12, and the second electrode 19 in FIG. 1 , respectively.

In FIG. 4 , the first emission layer 251 and the second emission layer 252 may each be understood by referring to the descriptions for the emission layer 15 in FIG. 1 .

In FIG. 4 , the electron transport region 170 may be understood by referring to the descriptions for the electron transport region 17 in FIG. 1 .

Hereinbefore, by referring to FIG. 4 , the first emission layer 251 and the second emission layer 252 has been described as being included in an organic light-emitting device including the heterocyclic compound described herein. However, the organic light-emitting device in FIG. 4 may be subjected to various modifications, for example, one of the first emission layer 251 and the second emission layer 252 may be replaced by any suitable known layer, three or more layers may be included, or an interlayer may be further located between neighboring emission layers.

Electronic Apparatus

The organic light-emitting device may be included in various electronic apparatuses.

The electronic apparatus may further include a thin-film transistor, in addition to the organic light-emitting device. The thin-film transistor may include a source electrode, a drain electrode, and an activation layer, wherein one of the source electrode and the drain electrode may be electrically connected to one of the first electrode and the second electrode of the organic light-emitting device.

General Definitions of Terms

The term “C₁-C₆₀ alkyl group” as used herein refers to a linear or branched saturated aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms. Examples thereof include a methyl group, an ethyl group, a propyl group, an iso-butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group, and a hexyl group. The term “C₁-C₆₀ alkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₆₀ alkyl group.

The term “C₁-C₆₀ alkoxy group” as used herein refers to a monovalent group represented by —OA₁₀₁ (wherein A₁₀₁ is a C₁-C₁ alkyl group). Examples thereof include a methoxy group, an ethoxy group, and an isopropyloxy group.

The term “C₂-C₆₀ alkenyl group” as used herein refers to a group formed by placing at least one carbon-carbon double bond in the middle or at the terminus of the C₂-C₆₀ alkyl group. Examples thereof include an ethenyl group, a propenyl group, and a butenyl group. The term “C₂-C₆₀ alkenylene group” as used herein refers to a divalent group having the same structure as the C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group” as used herein refers to a group formed by placing at least one carbon-carbon triple bond in the middle or at the terminus of the C₂-C₆₀ alkyl group. Examples thereof include an ethenyl group and a propenyl group. The term “C₂-C₆₀ alkynylene group” as used herein refers to a divalent group having the same structure as the C₂-C₆₀ alkynyl group.

The term “C₃-C₁₀ cycloalkyl group” as used herein refers to a monovalent monocyclic saturated hydrocarbon group including 3 to 10 carbon atoms. Examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group. The term “C₃-C₁₀ cycloalkylene group” as used herein refers to a divalent group having the same structure as the C₃-C₁₀ cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group” as used herein refers to a monovalent monocyclic group including at least one heteroatom of N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as a ring-forming atom and 1 to 10 carbon atoms. Examples thereof include a tetrahydrofuranyl group and a tetrahydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group” as used herein refers to a monovalent monocyclic group that has 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring, wherein the molecular structure as a whole is non-aromatic. Examples thereof include a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group. The term “C₃-C₁₀ cycloalkenylene group” as used herein refers to a divalent group having the same structure as the C₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group” as used herein refers to a monovalent monocyclic group including at least one heteroatom of N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as a ring-forming atom, 1 to 10 carbon atoms, and at least one double bond in its ring. Examples of the C₁-C₁₀ heterocycloalkenyl group include a 2,3-dihydrofuranyl group and a 2,3-dihydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkylene group” as used herein refers to a divalent group having the same structure as the C₁-C₁₀ heterocycloalkyl group.

The term “C₆-C₆₀ aryl group” as used herein refers to a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. The term “C₆-C₆₀ arylene group” as used herein refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. Examples of the C₆-C₆₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and a chrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene group each include a plurality of rings, the plurality of rings may be fused to each other.

The term “C₁-C₆₀ heteroaryl group” as used herein refers to a monovalent group having a heterocyclic aromatic system having at least one heteroatom N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as a ring-forming atom and 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylene group” as used herein refers to a divalent group having a heterocyclic aromatic system having at least one heteroatom N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as a ring-forming atom and 1 to 60 carbon atoms. Examples of the C₁-C₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, and an isoquinolinyl group. When the C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group each include a plurality of rings, the plurality of rings may be fused to each other.

The term “C₆-C₆₀ aryloxy group” as used herein is represented by —OA₁₀₂ (wherein A₁₀₂ is the C₆-C₆₀ aryl group). The term “C₆-C₆₀ arylthio group” as used herein is represented by —SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

The term “monovalent aromatic condensed polycyclic group” as used herein refers to a monovalent group having two or more rings condensed and only carbon atoms (for example, the number of carbon atoms may be in a range of 8 to 60) as ring-forming atoms, wherein the molecular structure as a whole is aromatic. The term “divalent aromatic condensed polycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent aromatic condensed polycyclic group.

The term “monovalent aromatic condensed heteropolycyclic group” as used herein refers to a monovalent group having at least two rings condensed and a heteroatom N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as well as carbon atoms (for example, the number of carbon atoms may be in a range of 1 to 60) as ring-forming atoms, wherein the molecular structure as a whole is aromatic. The term “divalent aromatic condensed heteropolycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent aromatic condensed heteropolycyclic group.

The term “monovalent non-aromatic condensed polycyclic group” as used herein refers to a monovalent group having two or more rings condensed and only carbon atoms (for example, the number of carbon atoms may be in a range of 8 to 60) as ring-forming atoms, wherein the molecular structure as a whole is non-aromatic. Examples of the non-aromatic condensed polycyclic group include a fluorenyl group. The term “divalent non-aromatic condensed polycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group” as used herein refers to a monovalent group having at least two rings condensed and a heteroatom N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as well as carbon atoms (for example, the number of carbon atoms may be in a range of 1 to 60) as ring-forming atoms, wherein the molecular structure as a whole is non-aromatic. Examples of the monovalent non-aromatic condensed heteropolycyclic group include a carbazolyl group. The term “divalent non-aromatic condensed heteropolycyclic group” as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

The term “C₅-C₃₀ carbocyclic group” as used herein refers to a saturated or unsaturated cyclic group including 5 to 30 carbon atoms only as ring-forming atoms. The C₅-C₃₀ carbocyclic group may be a monocyclic group or a polycyclic group. Depending on formula structure, the C₅-C₃₀ carbocyclic group may be monovalent, divalent, trivalent, quadrivalent, pentavalent, or hexavalent.

The term “C₁-C₃₀ heterocyclic group” as used herein refers to saturated or unsaturated cyclic group including 1 to 30 carbon atoms and at least one heteroatom N, O, P, Si, S, B, Se, Ge, Te, or any combination thereof as ring-forming atoms. The C₁-C₃₀ heterocyclic group may be a monocyclic group or a polycyclic group. Depending on formula structure, the C₁-C₃₀ heterocyclic group may be monovalent, divalent, trivalent, quadrivalent, pentavalent, or hexavalent.

A substituent of the substituted C₅-C₃₀ carbocyclic group, the substituted C₁-C₃₀ heterocyclic group, the substituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl group, the substituted C₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, the substituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀ heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, the substituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ aryl group, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀ arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substituted monovalent aromatic condensed polycyclic group, the substituted monovalent aromatic condensed heteropolycyclic group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group may be:

deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, or a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, or a C₁-C₆₀ alkoxy group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, monovalent aromatic condensed polycyclic group, monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), —B(Q₁₆)(Q₁₇), —P(═O)(Q₁₈)(Q₁₉), or any combination thereof;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), —B(Q₂₆)(Q₂₇), —P(═O)(Q₂₈)(Q₂₉), or any combination thereof; or

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), —B(Q₃₆)(Q₃₇), or —P(═O)(Q₃₈)(Q₃₉),

wherein Q₁ to Q₉, Q₁₁ to Q₁₉, Q₂₁ to Q₂₉, and Q₃₁ to Q₃₉ may each independently be a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one of hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof.

The term “room temperature” as used herein refers to a temperature of about 25° C.

As used herein, the number of carbons in each group that is substituted (e.g., C₁-C₆₀) excludes the number of carbons in the substituent. For example, a C₁-C₆₀ alkyl group can be substituted with a C₁-C₆₀ alkyl group. The total number of carbons included in the C₁-C₆₀ alkyl group substituted with the C₁-C₆₀ alkyl group is not limited to 60 carbons. In addition, more than one C₁-C₆₀ alkyl substituent may be present on the C₁-C₆₀ alkyl group. This definition is not limited to the C₁-C₆₀ alkyl group and applies to all substituted groups that recite a carbon range.

The terms “a biphenyl group, a terphenyl group, and a tetraphenyl group” as used herein each refer to a monovalent group having two, three, and four phenyl groups linked via a single bond, respectively.

The terms “a cyano group-containing phenyl group, a cyano group-containing biphenyl group, a cyano group-containing terphenyl group, and a cyano group-containing tetraphenyl group” as used herein each refer to a phenyl group, a biphenyl group, a terphenyl group, and a tetraphenyl group, each substituted with at least one cyano group. In “the cyano group-containing phenyl group, the cyano group-containing biphenyl group, the cyano group-containing terphenyl group, and the cyano group-containing tetraphenyl group”, a cyano group may be substituted at any position, and “the cyano group-containing phenyl group, the cyano group-containing biphenyl group, the cyano group-containing terphenyl group, and the cyano group-containing tetraphenyl group” may further include a substituent in addition to a cyano group. For example, ‘a phenyl group substituted with a cyano group’ and ‘a phenyl group substituted with a methyl group’ all belong to “a cyano group-containing phenyl group”.

Hereinafter, an organic light-emitting device, according to an embodiment, will be described in more detail with reference to Synthesis Examples and Examples; however, the present disclosure is not limited thereto. The wording “B was used instead of A” used in describing Synthesis Examples means that an identical molar equivalent of B was used in place of A.

EXAMPLES

The following compounds are synthesized in Synthesis Examples 1 to 21:

Synthesis Example 1: Synthesis of Compound 112001

Synthesis of Intermediate 112001-a

20.0 grams (g) (137 millimoles (mmol)) of 4-chloro-3-fluoroaniline, 25.7 g (144 mmol) of N-bromosuccinimide, and N,N-dimethylformamide (DMF) were stirred at room temperature to allow a reaction to occur. Once the reaction was complete, a sodium thiosulfate aqueous solution (2M) was added dropwise thereto. Distilled water and dichloromethane (DCM) were added thereto, followed by extraction. Then, an aqueous solution layer was removed therefrom. The resulting filtrate was concentrated under reduced pressure. The product was separated through column chromatography to obtain 29.3 g of Intermediate 112001 (yield: 95%).

LC-Mass (calculated value: 223.93 g/mol, found value: 223.16 (M+1))

Synthesis of Intermediate 112001-b

36.0 g (160 mmol) of Intermediate 112001-a, 45.7 g (240 mmol) of copper(I) iodide (CuI), 19.8 g (192 mmol) of tert-butyl nitrite, and 800 mL of acetonitrile were stirred under reflux at a temperature of 150° C. Once the reaction was complete, the resulting mixture was cooled to room temperature and filtrated through silica gel under reduced pressure to obtain a filtrate. The resulting filtrate was concentrated under reduced pressure and separated through silica gel column chromatography to thereby obtain 21.3 g of Intermediate 112001-b (yield: 40%).

LC-Mass (calculated value: 334.81 g/mol, found value: 334.25(M+1))

Synthesis of Intermediate 112001-c

37.2 g (111 mmol) of Intermediate 112001-b, 15.0 g (37.0 mmol) of 3,6-di-tert-butyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, and 1.28 g (1.11 mmol) of tetrakis(triphenylphosphine)palladium(0), Pd(PPh₃)₄) were added to 300 mL of tetrahydrofuran (THF), followed by stirring under reflux. The mixture was added dropwise to 150 mL of 2 M potassium triphosphate (K₃PO₄) solution and stirred. Once the reaction was complete, an organic layer was separated using dichloromethane and distilled water. Then, the separated organic layer was concentrated under reduced pressure and separated through silica gel column chromatography to thereby 8.72 g of Intermediate 112001-c (yield: 48%).

LC-Mass (calculated value: 486.10 g/mol, found value: 486.75 (M+1))

Synthesis of Intermediate 112001-d

8.70 g (17.9 mmol) of Intermediate 112001-c, 1.70 g (8.95 mmol) of CuI, 1.61 g (8.95 mmol) of 1,10-phenanthroline, 11.4 g (54.7 mmol) of potassium phosphate, and 100 ml of DMF were heated at a temperature of 100° C. and stirred. Once the reaction was complete, the resulting mixture was filtrated under reduced pressure using silica gel. Then, the filtrate was concentrated under reduced pressure. Subsequently, a precipitate obtained by using dichloromethane and methanol was filtered, and the resulting solid was dried in a vacuum oven to thereby obtain 6.53 g of Intermediate 112001-d (yield: 90%).

LC-Mass (calculated value: 405.17 g/mol, found value: 405.59 (M+1))

Synthesis of Intermediate 112001-e

6.50 g (16.0 mmol) of Intermediate 112001-d, 6.10 g (24.1 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane), 4.71 g (47.8 mmol) of potassium acetate (KOAc), 0.733 g (0.801 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd₂(dba)₃), 0.764 g (1.60 mmol) of X-Phos, and 120 mL of 1,4-dioxane were added to a round flask. Then, a reaction was allowed to occur while heating at a temperature of 170° C. and stirring. Once the reaction was complete, the resulting mixture was filtrated under reduced pressure using silica gel. Then, the filtrate was concentrated. A precipitate obtained by using dichloromethane and methanol was filtered, and the resulting solid was dried in a vacuum oven to thereby obtain 6.87 g of Intermediate 112001-e (yield: 86%).

LC-Mass (calculated value: 498.30 g/mol, found value: 498.67 (M+1))

Synthesis of Intermediate 112001-f

4.00 g (8.04 mmol) of Intermediate 112001-e, 7.40 g (24.2 mmol) of 2,6-dibromo-4-(tert-butyl)aniline, 0.278 g (0.242 mmol) of Pd(PPh₃)₄, and 120 mL of THF were stirred together. Then, 60 mL of 2 M potassium carbonate (K₂CO₃) aqueous solution was added thereto, followed by stirring under reflux. Once the mixture was cooled to room temperature, an extraction process was performed using dichloromethane and distilled water, and the extracted organic layer was concentrated and adsorbed to silica gel. Then, a purification process was performed by using column chromatography charged with silica gel to thereby obtain 1.73 g of Intermediate 112001-f (yield: 36%).

LC-Mass (calculated value: 597.23 g/mol, found value: 597.20 (M+1))

Synthesis of Intermediate 112001-g

1.70 g (2.84 mmol) of Intermediate 112001-f, 0.958 g (8.53 mmol) of potassium tert-butoxide (t-BuOK), and 20 mL of dimethyl sulfoxide (DMSO) were added to a round flask and stirred under reflux while heating. Once the reaction was complete, distilled water was added thereto, and an extraction process was performed using dichloromethane. Then, adsorption to silica gel occurred. Next, impurities were removed by using column chromatography and dried to thereby obtain 1.31 g of Intermediate 112001-g (yield: 80%).

LC-Mass (calculated value: 577.22 g/mol, found value: 577.86 (M+1))

Synthesis of Intermediate 112001-h

1.30 g (2.25 mmol) of Intermediate 112001-g, 0.871 g (3.38 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane), 0.662 g (6.75 mmol) of KOAc, and 0.049 g (0.068 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), (PdCl₂(dppf)), and 30 mL of 1,4-dioxane were mixed together and stirred under reflux while heating. Once the reaction was complete, dichloromethane was added thereto, and filtration under reduced pressure was performed by using a filter charged with silica gel for concentration. Subsequently, a precipitate obtained by using dichloromethane and methanol was filtered, and the resulting solid was dried in a vacuum oven to thereby obtain 1.25 g of Intermediate 112001-h (yield: 89%).

LC-Mass (calculated value: 625.40 g/mol, found value: 625.10 (M+1))

Synthesis of Intermediate 112001-i

0.550 g of Intermediate 112001-i was synthesized in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that 3,6-di-tert-butyl-1-(3,6-dibromo-2-iodophenyl)-9H-carbazole was used instead of Intermediate 112001-b (yield: 57%).

LC-Mass (calculated value: 1008.35 g/mol, found value: 1009.55 (M+1))

Synthesis of Compound 112001

0.400 g (0.396 mmol) of Intermediate 112001-i, 0.075 g (0.396 mmol) of CuI, 0.071 g (0.396 mmol) of 1,10-phenanthroline, 0.336 g (1.58 mmol) of potassium phosphate, and 15 ml of DMF were heated and stirred. Once the reaction was complete, the mixture was heated and dissolved in 2 liters (L) of chloroform. Then, a filtration process was performed using silica gel and purified to thereby obtain 0.252 g of Compound 112001 (yield: 74%).

LC-Mass (calculated value: 847.4865 g/mol, found value: 847.4866 (M+1))

Synthesis Example 2: Synthesis of Compound 112002

Synthesis of Intermediate 112002-a

0.581 g of Intermediate 112002-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1 using 0.600 g (0.961 mmol) of Intermediate 112001-h, except that 0.979 g (1.44 mmol) of 1-(2,5-dibromo-4-iodophenyl)-3,6-diphenyl-9H-carbazole was used instead of the Intermediate, i.e., 3,6-di-t-butyl-1-(3,6-dibromo-2-iodophenyl)-9H-carbazole (yield: 58%).

LC-Mass (calculated value: 1048.28 g/mol, found value: 1049.05 (M+1))

Synthesis of Compound 112002

0.293 g of Compound 112002 was obtained in substantially the same manner in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 112002-a was used instead of Intermediate 112001-i (yield: 88%).

LC-Mass (calculated value: 887.4239 g/mol, found value: 887.4239 (M+1))

Synthesis Example 3: Synthesis of Compound 115001

Synthesis of Intermediate 115001-a

34.0 g of Intermediate 115001-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-a in Synthesis Example 1, except that 40.0 g (275 mmol) of 3-chloro-4-fluoroaniline was used instead of 4-chloro-3-fluoroaniline (yield: 55%).

LC-Mass (calculated value: 223.93 g/mol, found value: 223.17 (M+1))

Synthesis of Intermediate 115001-b

9.32 g of Intermediate 115001-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-b in Synthesis Example 1, except that 15.0 g (66.8 mmol) of Intermediate 115001-a was used instead of Intermediate 112001-a (yield: 42%).

LC-Mass (calculated value: 334.81 g/mol, found value: 334.15 (M+1))

Synthesis of Intermediate 115001-c

3.12 g of Intermediate 115001-c was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115001-b was used instead of Intermediate 112001-b (yield: 43%).

LC-Mass (calculated value: 486.10 g/mol, found value: 486.62 (M+1))

Synthesis of Intermediate 115001-d

2.43 g of Intermediate 115001-d was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that 3.00 g (6.16 mmol) of Intermediate 115001-c was used instead of Intermediate 112001-c (yield: 97%).

LC-Mass (calculated value: 405.17 g/mol, found value: 405.63 (M+1))

Synthesis of Intermediate 115001-e

4.20 g of Intermediate 115001-e was obtained in substantially the same manner as in Synthesis of Intermediate 112001-e in Synthesis Example 1, except that 3.70 g (9.11 mmol) of Intermediate 115001-d was used instead of Intermediate 112001-d (yield: 93%).

LC-Mass (calculated value: 498.30 g/mol, found value: 498.89 (M+1))

Synthesis of Intermediate 115001-f

1.30 g of Intermediate 115001-f was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that 2.00 g (4.02 mmol) of Intermediate 115001-e was used instead of Intermediate 112001-e (yield: 54%).

LC-Mass (calculated value: 597.23 g/mol, found value: 597.98 (M+1))

Synthesis of Intermediate 115001-g

1.01 g of Intermediate 115001-g was obtained in substantially the same manner as in Synthesis of Intermediate 112001-g in Synthesis Example 1, except that Intermediate 115001-f was used instead of Intermediate 112001-f (yield: 69%).

LC-Mass (calculated value: 577.22 g/mol, found value: 577.20 (M+1))

Synthesis of Intermediate 115001-h

0.972 g of Intermediate 115001-h was obtained in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1, except that 1.00 g (1.73 mmol) of Intermediate 115001-g was used instead of Intermediate 112001-g (yield: 90%).

LC-Mass (calculated value: 625.40 g/mol, found value: 625.28 (M+1))

Synthesis of Intermediate 115001-i

0.440 g of Intermediate 115001-i was obtained in substantially the same manner as in Synthesis of Intermediate 112001-i in Synthesis Example 1, except that Intermediate 115001-h was used (yield: 45%).

LC-Mass (calculated value: 1008.35 g/mol, found value: 1007.95 (M+1))

Synthesis of Compound 115001

0.281 g of Compound 115001 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that 0.400 g (0.396 mmol) of Intermediate 115001-i was used instead of Intermediate 112001-i (yield: 83%).

LC-Mass (calculated value: 847.4865 g/mol, found value: 847.4870 (M+1))

Synthesis Example 4: Synthesis of Compound 115002

Synthesis of Intermediate 115002-a

0.516 g of Intermediate 115002-a was obtained in substantially the same manner as in Synthesis of Intermediate 112002-a in Synthesis Example 2, except that 0.600 g (0.961 mmol) of Intermediate 115001-h was used as a start material (yield: 51%).

LC-Mass (calculated value: 1048.28 g/mol, found value: 1047.40 (M+1))

Synthesis of Compound 115002

0.310 g of Compound 115002 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115002-a was used (yield: 92%).

LC-Mass (calculated value: 887.4239 g/mol, found value: 887.4252 (M+1))

Synthesis Example 5: Synthesis of Compound 115003

Synthesis of Intermediate 115003-a

0.536 g of Intermediate 115003-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-a in Synthesis Example 1, except that 3,6-bis(4-(tert-butyl)phenyl)-1-(2,5-dibromo-4-iodophenyl)-9H-carbazole was used instead of 3,6-di-t-butyl-1-(3,6-dibromo-2-iodophenyl)-9H-cabazole to react with 0.600 g of Intermediate 115001-h (0.961 mmol) (yield: 48%).

LC-Mass (calculated value: 1160.41 g/mol, found value: 1161.21 (M+1))

Synthesis of Compound 115003

0.387 g of Compound 115003 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115003-a was used in reaction (yield: 90%).

LC-Mass (calculated value: 1000.5570 g/mol, found value: 1000.5573 (M+1))

Synthesis Example 6: Synthesis of Compound 115004

Synthesis of Intermediate 115004-a

0.507 g of Intermediate 115004-a was synthesized in substantially the same manner as in Synthesis of Intermediate 112001-a in Synthesis Example 1, except that Intermediate 1′-(2,5-dibromo-4-iodophenyl)-9′H-9,3′:6′,9″-tert-carbazole was used instead of Intermediate 3,6-di-t-butyl-1-(3,6-dibromo-2-iodophenyl)-9H-carbazole to react with Intermediate 115001-h (0.600 g, 0.961 mmol), followed by purification (yield: 43%).

LC-Mass (calculated value: 1226.34 g/mol, found value: 1225.88 (M+1))

Synthesis of Compound 115004

0.395 g of Compound 115004 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115004-a was used in reaction (yield: 91%).

LC-Mass (calculated value: 1066.4849 g/mol, found value: 1066.4848 (M+1))

Synthesis Example 7: Synthesis of Compound 115005

Synthesis of Intermediate 115005-a

1.17 g of Intermediate 115005-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that 3.96 g (12.1 mmol) of 3,5-dibromo-[1,1′-biphenyl]-4-amine was used instead of Intermediate 2,6-dibromo-4-(t-butyl)aniline to react with Intermediate 115001-e (yield: 47%).

LC-Mass (calculated value: 617.20 g/mol, found value: 617.44 (M+1))

Synthesis of Intermediate 115005-b

1.37 g of Intermediate 115005-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-g in Synthesis Example 1, except that Intermediate 115005-a was used (yield: 71%).

LC-Mass (calculated value: 597.19 g/mol, found value: 597.72 (M+1))

Synthesis of Intermediate 115005-c

0.949 g of Intermediate 115005-c was obtained in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1, except that Intermediate 115005-b was used in reaction (yield: 88%).

LC-Mass (calculated value: 645.37 g/mol, found value: 646.01 (M+1))

Synthesis of Intermediate 115005-d

0.751 g of Intermediate 115005-d was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115005-c was used as a start material (yield: 61%).

LC-Mass (calculated value: 1028.32 g/mol, found value: 1029.22 (M+1))

Synthesis of Compound 115005

0.421 g of Compound 115005 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115005-d was used in reaction (yield: 86%).

LC-Mass (calculated value: 868.4631 g/mol, found value: 868.4633 (M+1))

Synthesis Example 8: Synthesis of Compound 115006

Synthesis of Intermediate 115006-a

1.28 g of Intermediate 115006-a was obtained in substantially the same manner as in Synthesis of Intermediate 112002-a in Synthesis Example 2, except that Intermediate 115005-b was used in reaction (yield: 52%).

LC-Mass (calculated value: 1068.25 g/mol, found value: 1067.78 (M+1))

Synthesis of Compound 115006

0.243 g of Compound 115006 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115006-a was used in reaction (yield: 95%).

LC-Mass (calculated value: 908.4005 g/mol, found value: 908.4010 (M+1))

Synthesis Example 9: Synthesis of Compound 115007

Synthesis of Intermediate 115007-a

1.08 g of Intermediate 115007-a was obtained in substantially the same manner as in Synthesis of 112001-f in Synthesis Example 1, except that 2,6-dibromo-4-(9H-carbazole-9-yl)aniline was used instead of Intermediate 2,6-dibromo-4-(tert-butyl)aniline to react with Intermediate 115001-e, followed by purification (yield: 38%).

LC-Mass (calculated value: 706.22 g/mol, found value: 707.01 (M+1))

Synthesis of Intermediate 115007-b

1.53 g of Intermediate 115007-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-g in Synthesis Example 1, except that Intermediate 115007-a was used in reaction (yield: 63%).

LC-Mass (calculated value: 686.22 g/mol, found value: 686.75 (M+1))

Synthesis of Intermediate 115007-c

1.13 g of Intermediate 115007-c was obtained in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1, except that Intermediate 115007-b was used (yield: 85%).

LC-Mass (calculated value: 734.39 g/mol, found value: 734.52 (M+1))

Synthesis of Intermediate 115007-d

0.821 g of Intermediate 115007-d was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115007-c was used in reaction (yield: 48%).

LC-Mass (calculated value: 1117.34 g/mol, found value: 1118.52 (M+1))

Synthesis of Compound 115007

0.642 g of Compound 115007 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115007-d was used in reaction (yield: 81%).

LC-Mass (calculated value: 957.4896 g/mol, found value: 957.4900 (M+1))

Synthesis Example 10: Synthesis of Compound 115008

Synthesis of Intermediate 115008-a

1.35 g of Intermediate 115008-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that 3,6-diphenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole was used as a start material instead of 3,6-di-tert-butyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole to react with Intermediate 115001-b (yield: 42%).

LC-Mass (calculated value: 526.04 g/mol, found value: 527.00 (M+1))

Synthesis of Intermediate 115008-b

3.5213 g of Intermediate 115008-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115008-a was used in reaction (yield: 91%).

LC-Mass (calculated value: 446.11 g/mol, found value: 446.29 (M+1))

Synthesis of Intermediate 115008-c

2.13 g of Intermediate 115008-c was obtained in substantially the same manner as in Synthesis of Intermediate 112001-e in Synthesis Example 1, except that Intermediate 115008-b was used instead of Intermediate 112001-d (yield: 71%).

LC-Mass (calculated value: 538.24 g/mol, found value: 538.78 (M+1))

Synthesis of Intermediate 115008-d

1.73 g of Intermediate 115008-d was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that Intermediate 115008-c was used (yield: 45%).

LC-Mass (calculated value: 637.17 g/mol, found value: 638.05 (M+1))

Synthesis of Intermediate 115008-e

1.32 g of Intermediate 115008-e was obtained in substantially the same manner as in Synthesis of Intermediate 112001-g in Synthesis Example 1, except that Intermediate 115008-d was used in reaction (yield: 65%).

LC-Mass (calculated value: 617.16 g/mol, found value: 617.85 (M+1))

Synthesis of Intermediate 115008-f

1.02 g of Intermediate 115008-f was obtained in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1, except that Intermediate 115008-e was used in reaction (yield: 81%).

LC-Mass (calculated value: 665.33 g/mol, found value: 666.11 (M+1))

Synthesis of Intermediate 115008-g

Intermediate 115008-f was subjected to synthesis in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1. Once the reaction and purification were complete, 1.00 g of Intermediate 115008-g was obtained (yield: 47%).

LC-Mass (calculated value: 1048.28 g/mol, found value: 1047.99 (M+1))

Synthesis of Compound 115008

0.441 g of Compound 115008 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1 (yield: 83%).

LC-Mass (calculated value: 888.4318 g/mol, found value: 888.4320 (M+1))

Synthesis Example 11: Synthesis of Compound 115009

Synthesis of Intermediate 115009-a

Intermediate 115008-f was subjected to synthesis in substantially the same manner as in Synthesis of Intermediate 112002-a in Synthesis Example 2. 1.23 g of Intermediate 115009-a was obtained after purification completed (yield: 44%).

LC-Mass (calculated value: 1088.22 g/mol, found value: 1089.11 (M+1))

Synthesis of Compound 115009

0.333 g of Compound 115009 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 115009-a was used in reaction (yield: 91%).

LC-Mass (calculated value: 928.3692 g/mol, found value: 928.3690 (M+1))

Synthesis Example 12: Synthesis of Compound 121001

Synthesis of Intermediate 121001-a

100 g (326 mmol) of 2,6-dibromo-4-(tert-butyl)aniline, 276 g (1.30 mol) of m-chloroperbenzoic acid (mCPBA), and 1,500 mL of 1,2-dichloroethane (1,2-DCE) were added to a round flask and stirred. After heating for reflux and cooling for 16 hours, a sodium thiosulfate aqueous solution was added thereto. Then an extraction process was performed using dichloromethane and distilled water. The extracted organic layer was purified using column chromatography and dried to thereby obtain 62.1 g of Intermediate 121001-a (yield: 56%).

LC-Mass (calculated value: 335.92 g/mol, found value: 336.02 (M+1))

Synthesis of Intermediate 121001-b

12.5 g of Intermediate 121001-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that 15.0 g (98.9 mmol) of (2-methoxyphenyl)boronic acid was used as a start material instead of 50.0 g (148 mmol) of Intermediate 121001-a (yield: 35%).

LC-Mass (calculated value: 364.05 g/mol, found value: 365.11 (M+1))

Synthesis of Intermediate 121001-c

20.0 g (54.9 mmol) of Intermediate 121001-b and 200 mL of triethyl phosphite were stirred in a round flask and heated for 3 days at a temperature of 200° C. to allow a reaction to occur. Once the reaction was complete, 1,000 mL of ethanol was added thereto, followed by stirring for 3 hours. After an extraction process was complete, separation and purification were performed through column chromatography to remove impurities. 4.01 g of Intermediate 121001-c was obtained after drying (yield: 22%).

LC-Mass (calculated value: 332.07 g/mol, found value: 332.55 (M+1))

Synthesis of Intermediate 121001-d

15.0 g (45.1 mmol) of Intermediate 121001-c was used in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1. 15.3 g of Intermediate 121001-d was obtained after purification completed (yield: 89%).

LC-Mass (calculated value: 380.24 g/mol, found value: 379.98 (M+1))

Synthesis of Intermediate 121001-e

8.27 g of Intermediate 121001-e was obtained in substantially the same manner as in Synthesis of Intermediate 112001-i in Synthesis Example 1, except that Intermediate 121001-d was used instead of Intermediate 112001-h (yield: 41%).

LC-Mass (calculated value: 763.19 g/mol, found value: 763.15 (M+1))

Synthesis of Intermediate 121001-f

5.91 g of Intermediate 121001-f was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 121001-d was used in reaction (yield: 94%).

LC-Mass (calculated value: 603.34 g/mol, found value: 604.21 (M+1))

Synthesis of Intermediate 121001-g

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 112001-a in Synthesis Example 1, except that THF was used instead of DMF as a solvent, and Intermediate 121001-f was used in reaction. 1.62 g of Intermediate 121001-g was obtained (yield: 48%).

LC-Mass (calculated value: 681.25 g/mol, found value: 681.77 (M+1))

Synthesis of Intermediate 121001-h

5.00 g (7.33 mmol) of Intermediate 121001-g was dissolved in 100 mL of dichloromethane and cooled to −78° C. Then, 3.67 g (14.7 mmol) of boron tribromide (BBr₃) was slowly added thereto. 24 hours after stirring, distilled water was added thereto to quench excess BBr₃. Then, neutralization was performed until pH 7 was reacted by using a sodium hydroxide aqueous solution. An extraction process was performed using dichloromethane and distilled water. Then, precipitation was performed using n-hexane, followed by filtering and drying. 3.12 g of Intermediate 121001-h was thus obtained (yield: 64%).

LC-Mass (calculated value: 667.23 g/mol, found value: 667.01 (M+1))

Synthesis of Intermediate 121001-i

12.0 g (18.0 mmol) of Intermediate 121001-h, 2.84 g (35.9 mmol) of pyridine, and 120 mL of dichloromethane were added to a round flask, and the temperature was adjusted to 0° C. 6.08 g (21.6 mmol) of triflic anhydride was dissolved in 60 mL of dichloromethane, and the solution was slowly added to a round flask and stirred at room temperature for three hours. Once the reaction was complete, diethyl ether and a hydrochloride (HCl) aqueous solution were used for quenching and extraction. Then, a purification process was performed using column chromatography. Once the drying complete, 10.2 g of Intermediate 121001-i was obtained (yield: 71%).

LC-Mass (calculated value: 799.18 g/mol, found value: 800.01 (M+1))

Synthesis of Intermediate 121001-j

2.64 g of Intermediate 121001-j was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that Intermediate 121001-i was used in reaction, followed by purification (yield: 50%).

LC-Mass (calculated value: 928.42 g/mol, found value: 927.97 (M+1))

Synthesis of Compound 121001

1.65 g of Compound 121001 was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that Intermediate 121001-j was used in reaction (yield: 90%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4949 (M+1))

Synthesis Example 13: Synthesis of Compound 121002

Synthesis of Intermediate 121002-a

1.32 g of Intermediate 121001-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that Intermediate 121002-i was used in reaction (yield: 42%).

LC-Mass (calculated value: 968.36 g/mol, found value: 968.72 (M+1))

Synthesis of Compound 121002

0.87 g of Compound 121002 was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that Intermediate 121002-a was used in reaction (yield: 88%).

LC-Mass (calculated value: 888.4318 g/mol, found value: 888.4317 (M+1))

Synthesis Example 14: Synthesis of Compound 122001

Synthesis of Intermediate 122001-a

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115001-h was used. 1.11 g of Intermediate 122001-a was obtained after purification completed (yield: 43%).

LC-Mass (calculated value: 1008.35 g/mol, found value: 1007.77 (M+1))

Synthesis of Compound 122001

0.52 g of Compound 122001 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 122001-a was used in reaction (yield: 89%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4953 (M+1))

Synthesis Example 15: Synthesis of Compound 122002

Synthesis of Intermediate 122002-a

0.95 g of Intermediate 122002-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 115001-h was used in reaction (yield: 46%).

LC-Mass (calculated value: 1048.28 g/mol, found value: 1049.01 (M+1))

Synthesis of Compound 122002

0.532 g of Compound 122002 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 122002-a was used in reaction (yield: 79%).

LC-Mass (calculated value: 888.4318 g/mol, found value: 888.4320 (M+1))

Synthesis Example 16: Synthesis of Compound 124001

Synthesis of Intermediate 124001-a

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 112001-i in Synthesis Example 1, except that 1-(5-bromo-2,4-dichlorophenyl)-3,6-di-tert-butyl-9H-carbazole was used instead of 3,6-di-tert-butyl-1-(3,6-dibromo-2-iodophenyl)-9H-carbazole. Then, 1.23 g of Intermediate 124001-a was obtained (yield: 65%).

LC-Mass (calculated value: 920.45 g/mol, found value: 921.54 (M+1))

Synthesis of Compound 124001

0.71 g of Compound 124001 was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that dimethyl sulfoxide was used instead of DMF was used in reaction (yield: 64%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4946 (M+1))

Synthesis Example 17: Synthesis of Compound 141001

Synthesis of Intermediate 141001-a

245 g of Intermediate 141001-a was obtained in substantially the same manner as in Synthesis of Intermediate 121001-b in Synthesis Example 12, except that 268 g (1.04 mol) of 2-bromo-4-(tert-butyl)-1-nitrobenzene was used instead of Intermediate 121001-a, followed by purification (yield: 78%).

LC-Mass (calculated value: 364.05 g/mol, found value: 364.72 (M+1))

Synthesis of Intermediate 141001-b

100 g (0.275 mol) of Intermediate 141001-a, 216 g (0.824 mol) of triphenylphosphine (PPh₃), and 750 mL of 1,2-dichlorobenzne (o-DCB) were stirred together while heating at a temperature of 200° C. 5 hours later, 72.0 g (0.275 mol) of PPh₃ was added thereto to perform a reaction. Once the reaction was complete, excess o-DCB and PPh₃ were removed by using silica filter, and then, impurities were separated and purified through column chromatography. 73.9 g of Intermediate 141001-b was thus obtained (yield: 81%).

LC-Mass (calculated value: 332.07 g/mol, found value: 331.99 (M+1))

Synthesis of Intermediate 141001-c

66.8 g of Intermediate 141001-c was obtained in substantially the same manner as in Synthesis of Intermediate 112001-h in Synthesis Example 1, except that 75.0 g (0.226 mmol) of Intermediate 141001-b was used instead of Intermediate 112001-g in reaction (yield: 78%).

LC-Mass (calculated value: 380.24 g/mol, found value: 381.01 (M+1))

Synthesis of Intermediate 141001-d

38.3 g of Intermediate 141001-d was obtained in substantially the same manner as in Synthesis of Intermediate 112001-i in Synthesis Example 1, except that Intermediate 141001-c was used instead of Intermediate 112001-h (yield: 38%).

LC-Mass (calculated value: 763.19 g/mol, found value: 763.88 (M+1))

Synthesis of Intermediate 141001-e

A reaction was performed in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that 42.0 g (54.9 mmol) of Intermediate 141001-d was used as a start material. 30.8 g of Intermediate 141001-e was thus obtained (yield: 93%).

LC-Mass (calculated value: 603.34 g/mol, found value: 603.97 (M+1))

Synthesis of Intermediate 141001-f

14.2 g of Intermediate 141001-f was obtained in substantially the same manner as in Synthesis of Intermediate 121001-g in Synthesis Example 12, except that 20.0 g (33.2 mmol) of Intermediate 141001-e was used in reaction (yield: 63%).

LC-Mass (calculated value: 681.25 g/mol, found value: 682.01 (M+1))

Synthesis of Intermediate 141001-g

9.99 g of Intermediate 141001-g was obtained in substantially the same manner as in Synthesis of Intermediate 121001-h in Synthesis Example 12, except that 15.0 g (22.0 mmol) of Intermediate 141001-f was used instead of Intermediate 121001-h in reaction (yield: 68%).

LC-Mass (calculated value: 667.23 g/mol, found value: 667.33 (M+1))

Synthesis of Intermediate 141001-h

A reaction was performed n substantially the same manner as in Synthesis of Intermediate 121001-i in Synthesis Example 12, except that 5.00 g (7.49 mmol) of Intermediate 141001-g was used as a start material. 3.77 g of Intermediate 141001-h was thus obtained (yield: 63%).

LC-Mass (calculated value: 799.18 g/mol, found value: 800.01 (M+1))

Synthesis of Intermediate 141001-i

1.05 g of Intermediate 141001-i was obtained in substantially the same manner as in Synthesis of Intermediate 121001-i in Synthesis Example 12, except that 2.00 g (2.50 mmol) of Intermediate 141001-h was used instead of Intermediate 121001-i in reaction (yield: 45%).

LC-Mass (calculated value: 928.42 g/mol, found value: 928.51 (M+1))

Synthesis of Compound 141001

0.642 g of Compound 141001 was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that 0.800 g (0.861 mmol) of Intermediate 141001-i was in reaction (yield: 88%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4948 (M+1))

Synthesis Example 18: Synthesis of Compound 143001

Synthesis of Intermediate 143001-a

13.7 g of Intermediate 143001-a was obtained in substantially the same manner as in Synthesis of Intermediate 124001-a in Synthesis Example 2, except that Intermediate 141001-c was used in reaction (yield: 65%).

LC-Mass (calculated value: 675.29 g/mol, found value: 674.98 (M+1))

Synthesis of Intermediate 143001-b

A reaction was performed in substantially the same manner as in Synthesis of Compound 124001 in Synthesis Example, except that Intermediate 143001-a was used. 10.2 g of Intermediate 143001-b was thus obtained (yield: 78%).

LC-Mass (calculated value: 603.34 g/mol, found value: 603.44 (M+1))

Synthesis of Intermediate 143001-c

3.51 g of Intermediate 141001-c was obtained in substantially the same manner as in Synthesis of Intermediate 121001-g in Synthesis Example 12 (yield: 37%).

LC-Mass (calculated value: 681.25 g/mol, found value: 680.78 (M+1))

Synthesis of Intermediate 143001-d

2.12 g of Intermediate 143001-d was obtained in substantially the same manner as in Synthesis of Intermediate 121001-h in Synthesis Example 12 (yield: 71%).

LC-Mass (calculated value: 667.23 g/mol, found value: 667.75 (M+1))

Synthesis of Intermediate 143001-e

1.78 g of Intermediate 143001-e was obtained in substantially the same manner as in Synthesis of Intermediate 121001-i in Synthesis Example 12, except that Intermediate 143001-d was used in reaction (yield: 65%).

LC-Mass (calculated value: 799.18 g/mol, found value: 799.82 (M+1))

Synthesis of Intermediate 143001-f

0.521 g of Intermediate 143001-f was obtained in substantially the same manner as in Synthesis of Intermediate 121001-j in Synthesis Example 12, except that Intermediate 143001-e was used in reaction (yield: 32%).

LC-Mass (calculated value: 928.42 g/mol, found value: 927.98 (M+1))

Synthesis of Compound 143001

0.432 g of Compound 143001 was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1 (yield: 89%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4944 (M+1))

Synthesis Example 19: Synthesis of Compound 153001

Synthesis of Intermediate 153001-a

16.7 g of Intermediate 153001-a was obtained in substantially the same manner as in Synthesis of Intermediate 112001-c in Synthesis Example 1, except that Intermediate 141001-c and Intermediate 112001-b were used in reaction (yield: 42%).

LC-Mass (calculated value: 460.05 g/mol, found value: 461.01 (M+1))

Synthesis of Intermediate 153001-b

10.2 g of Intermediate 153001-b was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that Intermediate 153001-a was used in reaction (yield: 91%).

LC-Mass (calculated value: 380.12 g/mol, found value: 380.55 (M+1))

Synthesis of Intermediate 153001-c

25.0 g (65.8 mmol) of 153001-b and 400 mL of ethanol were added to a round flask and stirred. 65.8 mmol of sulfuric acid (H₂SO₄) was slowly added thereto, and 16.3 g (72.4 mmol) of N-iodosuccinimide (NIS) was dissolved in ethanol. The solution was slowly added to the reaction product. After stirring for 6 hours at room temperature, sodium hydrogen carbonate (NaHCO₃) and sodium thiosulfate (Na₂S₂O₃) were used for neutralization and quenching. An extraction process was performed using dichloromethane and distilled water. Then, impurities were separated and purified using column chromatography to thereby obtain 23.6 g of Intermediate 153001-c (yield: 71%).

LC-Mass (calculated value: 506.02 g/mol, found value: 506.44 (M+1))

Synthesis of Intermediate 153001-d

11.7 g of Intermediate 153001-d was obtained in substantially the same manner as in Synthesis of Intermediate 121001-h in Synthesis Example 12 (yield: 55%).

LC-Mass (calculated value: 492.00 g/mol, found value: 491.88 (M+1))

Synthesis of Intermediate 153001-e

12.1 g of Intermediate 153001-e was obtained in substantially the same manner as in Synthesis of Intermediate 121001-i in Synthesis Example 12, except that Intermediate 153001-d was used in reaction (yield: 66%).

LC-Mass (calculated value: 623.95 g/mol, found value: 624.11 (M+1))

Synthesis of Intermediate 153001-f

5.31 g of Intermediate 153001-f was obtained in substantially the same manner as in Synthesis of Intermediate 112001-i in Synthesis Example 1, except that Intermediate 153001-e was used (yield: 41%).

LC-Mass (calculated value: 775.24 g/mol, found value: 775.98 (M+1))

Synthesis of Intermediate 153001-g

2.21 g of Intermediate 153001-g was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that Intermediate 153001-f was used in reaction (yield: 65%).

LC-Mass (calculated value: 625.28 g/mol, found value: 625.88 (M+1))

Synthesis of Intermediate 153001-h

0.192 g (8.00 mmol) of sodium hydride (NaH) and 10 mL of DMF were added to a round flask and stirred. Then, a solution in which 1.07 g (3.84 mmol) of 3,6-di-tert-butyl-9H-carbazole was dissolved in 20 mL of DMF was slowly added thereto and stirred until the solution became transparent. Subsequently, 2.00 g (3.20 mmol) of Intermediate 153001-g was added thereto, followed by heating at a temperature of 150° C. to allow a reaction to occur. Once the reaction was complete, excess distilled water was added thereto, and a solid obtained by filtration was dissolved in dichloromethane. Then, precipitation was performed by using methanol. This process was performed repeatedly for filtration. After drying, 2.21 g of Intermediate 153001-h was obtained (yield: 78%).

LC-Mass (calculated value: 884.47 g/mol, found value: 885.02 (M+1))

Synthesis of Compound 153001

1.50 g (1.70 mmol) of Intermediate 153001-h, 0.193 g (0.848 mmol) of benzyltriethylammonium chloride (BnEt₃NCl), 1.80 g (8.48 mmol) of potassium phosphate, 0.170 mmol of tri-tert-butylphosphine (P(t-Bu)₃), 0.078 g (0.085 mmol) of tris(dibenzylideneacetone)dipalladium(0) (Pd₂(dba)₃), and 50 mL of N,N-dimethylacetamide (DMA) were stirred and heated at a temperature of 200° C. Once the reaction was complete, excess chloroform was dissolved therein by heating. Then, the resulting mixture was subjected to filtration under reduced pressure using a filter charged with silica. The filtrate was then concentrated and precipitated using methanol. 1.11 g of Compound 153001 was obtained after drying (yield: 77%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4941 (M+1))

Synthesis Example 20: Synthesis of Compound 164001

Synthesis of Intermediate 164001-a

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-a in Synthesis Example 19, except that Intermediate 115001-b was used instead of Intermediate 112001-b. 20.8 g of Intermediate 164001-a was thus obtained (yield: 45%).

LC-Mass (calculated value: 460.05 g/mol, found value: 460.77 (M+1))

Synthesis of Intermediate 164001-b

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-b in Synthesis Example 19, except that Intermediate 164001-a was used instead of Intermediate 153001-a. 15.3 g of Intermediate 164001-b was thus obtained (yield: 88%).

LC-Mass (calculated value: 380.12 g/mol, found value: 380.41 (M+1)

Synthesis of Intermediate 164001-c

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-c in Synthesis Example 19, except that Intermediate 164001-b was used instead of Intermediate 153001-b. 10.2 g of Intermediate 164001-c was thus obtained (yield: 66%).

LC-Mass (calculated value: 506.02 g/mol, found value: 506.14 (M+1))

Synthesis of Intermediate 164001-d

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-d in Synthesis Example 19, except that Intermediate 164001-c was used instead of Intermediate 153001-c. 8.53 g of Intermediate 164001-d was thus obtained (yield: 71%).

LC-Mass (calculated value: 492.00 g/mol, found value: 491.95 (M+1))

Synthesis of Intermediate 164001-e

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-e in Synthesis Example 19, except that Intermediate 164001-d was used instead of Intermediate 153001-d. Once the reaction and purification were complete, 5.42 g of Intermediate 164001-e was obtained (yield: 74%).

LC-Mass (calculated value: 623.95 g/mol, found value: 624.51 (M+1))

Synthesis of Intermediate 164001-f

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-f in Synthesis Example 19, except that Intermediate 164001-e was used as a start material. 2.51 g of Intermediate 164001-f was thus obtained (yield: 32%).

LC-Mass (calculated value: 775.24 g/mol, found value: 775.57 (M+1))

Synthesis of Intermediate 164001-g

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 153001-g in Synthesis Example 19, except that Intermediate 164001-f was used instead of Intermediate 153001-f. 1.57 g of Intermediate 164001-g was thus obtained (yield: 75%).

LC-Mass (calculated value: 625.28 g/mol, found value: 625.93 (M+1))

Synthesis of Intermediate 164001-h

1.12 g of Intermediate 164001-h was obtained in substantially the same manner as in Synthesis of Intermediate 153001-h in Synthesis Example 19, except that Intermediate 164001-g was used in reaction (yield: 65%).

LC-Mass (calculated value: 884.47 g/mol, found value: 884.91 (M+1))

Synthesis of Compound 164001

A reaction was performed in substantially the same manner as in Synthesis of Compound 153001 in Synthesis Example 19, except that Intermediate 164001-h was used in reaction. Once the synthesis was complete, 0.579 g of Compound 164001 was thus obtained (yield: 68%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4943 (M+1))

Synthesis Example 21: Synthesis of Compound 174001

Synthesis of Intermediate 174001-a

3.24 g of Intermediate 174001-a was obtained in substantially the same manner as in Synthesis of Intermediate 115001-i in Synthesis Example 3, except that Intermediate 141001-c and Intermediate 115001-h were used in reaction (yield: 42%).

LC-Mass (calculated value: 763.19 g/mol, found value: 762.87 (M+1))

Synthesis of Intermediate 174001-b

2.89 g of Intermediate 174001-b was obtained in substantially the same manner as in Synthesis of Compound 112001 in Synthesis Example 1, except that Intermediate 174001-a was used in reaction (yield: 97%).

LC-Mass (calculated value: 603.34 g/mol, found value: 602.98 (M+1))

Synthesis of Intermediate 174001-c

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 121001-g in Synthesis Example 12, except that Intermediate 174001-b was used in reaction. 1.79 g of Intermediate 174001-c was obtained (yield: 75%).

LC-Mass (calculated value: 681.25 g/mol, found value: 681.82 (M+1))

Synthesis of Intermediate 174001-d

1.42 g of Intermediate 174001-d was obtained in substantially the same manner as in Synthesis of Intermediate 121001-h in Synthesis Example 12, except that Intermediate 174001-c was used instead of Intermediate 121001-g (yield: 63%).

LC-Mass (calculated value: 667.23 g/mol, found value: 667.42 (M+1))

Synthesis of Intermediate 174001-e

A reaction was performed in substantially the same manner as in Synthesis of Intermediate 121001-i in Synthesis Example 12, except that Intermediate 174001-d was used. 1.23 g of Intermediate 174001-e was obtained (yield: 58%).

LC-Mass (calculated value: 799.18 g/mol, found value: 800.21 (M+1))

Synthesis of Intermediate 174001-f

0.852 g of Intermediate 174001-f was obtained in substantially the same manner as in Synthesis of Intermediate 112001-f in Synthesis Example 1, except that Intermediate 174001-e was used in reaction (yield: 59%).

LC-Mass (calculated value: 928.42 g/mol, found value: 928.66 (M+1))

Synthesis of Compound 1

0.512 g of Compound 174001 was obtained in substantially the same manner as in Synthesis of Intermediate 112001-d in Synthesis Example 1, except that Intermediate 174001-f was used in reaction (yield: 92%).

LC-Mass (calculated value: 848.4944 g/mol, found value: 848.4944 (M+1))

Evaluation Example 1: Evaluation on HOMO, LUMO, T₁, and S₁ Energy Levels

The HOMO, LUMO, T₁ and S₁ energy levels of the compounds shown in Table 2 were measured according to the method described in Table 17. The results thereof are shown in Table 18:

TABLE 17 HOMO A potential (Volts, V) versus current (Amperes, A) graph of energy each compound was obtained by using cyclic voltammetry level (CV) (electrolyte: 0.1M TBAP/solvent: ACN/electrode: evaluation 3-electrode system (working electrode: carbon, method reference electrode: Ag/AgCl, auxiliary electrode: Pt)). Subsequently, from oxidation onset of the graph, a HOMO energy level of the compound was calculated. LUMO Each compound was diluted at a concentration of energy 1 × 10⁻⁵M in tetrahydrofuran, and level an UV absorption spectrum thereof was measured at room evaluation temperature by using JASCO V-730 UV-visible spectrometer. method A LUMO energy level thereof was calculated by using an optical band gap (E_(g)) from an edge of the absorption spectrum and a HOMO energy level. T₁ Each compound was dissolved at a concentration of energy 1 × 10⁻⁵M in tetrahydrofuran and level placed in a quartz cell, followed by cooling by using evaluation nitrogen (77 Kelvins (K)). Then, 1 millisecond method (ms) of delay time was given by using a fluorescence spectrometer (PerkinElmer, LS-55) to measure a photoluminescence spectrum. S₁ S₁ energy level was measured in energy substantially the same manner as in T₁ energy level level evaluation method, except that delay time evaluation was not given, and the maximum emission peak was method determined as S₁ energy level.

TABLE 18 Compound HOMO LUMO T₁ S₁ ΔE_(ST) No. (eV) (eV) (eV) (eV) (eV) 115001 −5.63 −2.85 2.54 2.84 0.30 115002 −5.63 −2.89 2.54 2.80 0.26 C1 −5.72 −2.93 2.55 2.84 0.29 C2 −5.89 −3.15 2.54 2.80 0.26 C3 −5.53 −2.88 2.70 2.49 0.21

Referring to the results of Table 18, Compounds 115001 and 115002 were each found to have improved electrical characteristics.

Evaluation Example 2: Evaluation of Full Width at Half Maximum (FWHM)

As the method described in Table 19, photoluminescence spectra of the compounds shown in Table 20 were measured, and the FWHM of each compound was evaluated. The results thereof are shown in Table 20.

TABLE 19 Measurement of Each compound and mCP and TSPO1 were co- photo- deposited on a quartz substrate at a weight ratio of luminescence 50:50 (wherein, the weight of the evaluated (PL) compound of the total weight of the host and each spectrum evaluated compound was 1 wt %) to form a thin film having a thickness of 40 nm. Then, the spectrum thereof was measured at room temperature by using a fluorescence spectrometer (PerkinElmer, LS-55).

TABLE 20 Compound No. FWHM (nm) 115001 21 115002 23 C1 22 C2 21 C3 28

Referring to the results of Table 20, Compounds 115001 and 115002 were each found to have improved color characteristics.

Evaluation Example 3: Evaluation of Photoluminescent Quantum Yield (PLQY) and Decay Time (1) Preparation of Thin Film

A quartz substrate was prepared by washing with chloroform and pure water. Then, as shown in Table 21, each compound and Host Compound mCP and TSPO1 were co-deposited at a weight ratio of 5:5 (wherein, the weight of each evaluated compound of the total weight of the host and each evaluated compound was 1 wt %) at a vacuum pressure of 10⁻⁷ torr to thereby form a thin film having a thickness of 40 nm. (Co-deposition was performed in the same manner as described in Table 19.)

(2) Evaluation of Photoluminescent Quantum Yield

Photoluminescent quantum yields in the thin film was evaluated by using Hamamatsu Photonics absolute PL quantum yield measurement system employing PLQY measurement software (Hamamatsu Photonics, Ltd., Shizuoka, Japan), in which a xenon light source, a monochromator, a photonic multichannel analyzer, and an integrating sphere are mounted. Thus, PLQY of the compounds shown in Table 21 were measured accordingly.

(3) Decay Time Evaluation

TRPL measurement system C11367-31 (Hamamatsu Photonics) and a mounted LED lamp (excitation wavelength of 280 nanometers) were used to evaluate the PL spectrum of each thin film under nitrogen atmosphere at room temperature to thereby determine the maximum emission peak. A repetition rate of excitation on the thin film by the LED lamp was set to 1 kilohertz (KHz), and the number of photons emitted from the wavelength of the maximum emission peak was counted repeatedly to thereby obtain a TRPL curve that may be analyzed. T_(decay)(Ex) (decay time) of the thin film was obtained by fitting at least two exponential decay functions to the results thereof. The functions used for the fitting are as described in Equation 1, and a decay time T_(decay) having the largest value among values for each of the exponential decay functions used for the fitting was taken as T_(decay)(Ex), i.e., a decay time. The results thereof are shown in Table 21. The remaining decay time T_(decay) values were used to determine the lifetime of typical fluorescence to be decayed. Here, during the same measurement time as the measurement time for obtaining TRPL curves, the same measurement was repeated once more in a dark state (i.e., a state where a pumping signal incident on each of the films was blocked), thereby obtaining a baseline or a background signal curve available as a baseline for the fitting:

$\begin{matrix} {{f(t)} = {\sum\limits_{i = 1}^{n}{A_{i}{\exp\left( {{- t}/T_{{decay},i}} \right)}}}} & {{Equation}1} \end{matrix}$

TABLE 21 T_(decay) (Ex) (μs) Compound No. PLQY (decay time) 115001 99 4060 115002 97 1760 C1 95 12500 C2 98 1460 C3 97 183

Referring to the results of Table 21, Compounds 115001 and 115002 were each found to have improved PLQY thin film characteristics and excellent device characteristics, although Compounds 115001 and 115002 had a relatively long decay time.

Example 1-1

An ITO glass substrate was cut to a size of 50 millimeters (mm)×50 mm×0.5 mm. Then the glass substrate was sonicated in acetone isopropyl alcohol and pure water for about 15 minutes each, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes.

Subsequently, PEDOT:PSS was spin-coated on an ITO electrode (anode) on a glass substrate to form a first hole injection layer having a thickness of 40 nm. TAPC was then deposited on the first hole injection layer to form a second hole injection layer having a thickness of 5 nm. TCTA was deposited on the second hole injection layer to form a first hole transport layer having a thickness of 5 nm. PCzAc was deposited on the first hole transport layer to form a second hole transport layer having a thickness of 5 nm. Then, mCP was deposited on the second hole transport layer to form an electron blocking layer having a thickness of 5 nm. Thus, a hole transport region was formed.

mCP (as a first host), TSPO1 (as a second host), and Compound 115001 (as a dopant) were co-deposited on the hole transport region (wherein, the weight of the dopant of the total weight of the first host, the second host, and the dopant was 1 wt %) to thereby form an emission layer having a thickness of 25 nm.

Thereafter, TSPO1 was deposited on the emission layer to form an electron transport layer having a thickness of 25 nm, LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 1.5 nm, and Al was deposited on the electron injection layer to a thickness of 200 nm, thereby completing the manufacture of an organic light-emitting device.

Example 1-2 and Comparative Examples 1-1 to 1-3

Organic light-emitting devices were manufactured in substantially the same manner as in Example 1-1, except that compounds shown in Table 22 were used as a dopant in the formation of an emission layer.

Example 2-1

An ITO glass substrate was cut to a size of 50 millimeters (mm)×50 mm×0.5 mm. Then the glass substrate was sonicated in acetone isopropyl alcohol and pure water for about 15 minutes each, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes.

Subsequently, PEDOT:PSS was spin-coated on an ITO electrode (anode) on a glass substrate to form a first hole injection layer having a thickness of 40 nm. BDCFL was then deposited on the first hole injection layer to form a second hole injection layer having a thickness of 10 nm. TNPA was deposited on the second hole injection layer to form a first hole transport layer having a thickness of 10 nm. PCzAc was deposited on the first hole transport layer to form a second hole transport layer having a thickness of 5 nm. Then, mCP was deposited on the second hole transport layer to form an electron blocking layer having a thickness of 5 nm. Thus, a hole transport region was formed.

Compound Host* and Compound 115001 (as a dopant) were co-deposited on the hole transport region (wherein, the total weight of the host and the dopant was 1 wt %) to thereby form an emission layer having a thickness of 30 nm.

TNPT was deposited on the emission layer to form a hole blocking layer having a thickness of 5 nm, and ZADN was deposited on the hole blocking layer to form an electron transport layer having a thickness of 20 nm. Next, LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 1.5 nm, and aluminum (Al) was then deposited on the electron injection layer to a thickness of 200 nm, thereby completing the manufacture of an organic light-emitting device.

Examples 2-2 and Comparative Examples 2-1 to 2-3

Organic light-emitting devices were manufactured in substantially the same manner as in Example 2-1, except that compounds shown in Table 23 were used as a dopant in the formation of an emission layer.

Example 3-1

An ITO glass substrate was cut to a size of 50 millimeters (mm)×50 mm×0.5 mm. Then the glass substrate was sonicated in acetone isopropyl alcohol and pure water for about 15 minutes each, and cleaned by exposure to ultraviolet rays and ozone for 30 minutes.

Subsequently, PEDOT:PSS was spin-coated on an ITO electrode (anode) on a glass substrate to form a hole injection layer having a thickness of 90 nm. TAPC was then deposited on the hole injection layer to form a hole transport layer having a thickness of 20 nm. mCP was deposited on the hole transport layer to form an electron blocking layer having a thickness of 10 nm. Thus, a hole transport region was formed.

DPEPO (as a host), DMAC-DPS (as a sensitizer), and Compound 115001 (as a dopant) (wherein, the weight of the dopant of the total weight of the host, the sensitizer, and the dopant was 1 wt %, and the weight of the sensitizer of the total weight of the host, the sensitizer, and the dopant was 20 wt %) were co-deposited on the hole transport region to form an emission layer having a thickness of 25 nm.

Next, TSPO1 was deposited on the emission layer to form a first electron transport layer having a thickness of 5 nm. Then, TPBi was deposited on the first electron transport layer to form a second electron transport layer having a thickness of 20 nm. LiF was then deposited on the second electron transport layer to form an electron injection layer having a thickness of 1.5 nm. Finally, aluminum (Al) was deposited on the electron injection layer to a thickness of 200 nm, thereby completing the manufacture of a light-emitting device.

Example 3-2 and Comparative Example 3-1

Organic light-emitting devices were manufactured in substantially the same manner as in Example 3-1, except that compounds shown in Table 24 were used as a sensitizer and a dopant in the formation of an emission layer.

Evaluation Example: Evaluation OLED Characteristics

The driving voltage, maximum external quantum yield, electricity efficiency, current efficiency, CIE color-coordinate (at 1,000 nit), conversion efficiency, and FWHM of the organic light-emitting devices of the Examples and the Comparative Examples were measured by using a current voltmeter (Keithley 2400) and a luminance meter (Minolta Cs-1000A). The results thereof are shown in Tables 22 to 24. Here, Comparative Examples C1 and C2 were not operated and thus not be evaluated.

TABLE 22 Driving Electricity Current Conversion FWHM voltage EQE_(max) efficiency efficiency efficiency Dopant (nm) (V) (%) (%) (%) CIEy (%) Example 1-1 115001 11 5.7 180 141 133 0.044 184 Example 1-2 115002 15 5.7 179 175 175 0.061 175 Comparative C1 22 5.7 100 100 100 0.061 100 Example 1-1 Comparative C2 21 5.4 124 126 134 0.068 120 Example 1-2 Comparative C3 21 5.1 193 373 351 0.171 125 Example 1-3

TABLE 23 Driving Electricity Current Conversion FWHM voltage EQE_(max) efficiency efficiency efficiency Dopant (nm) (V) (%) (%) (%) CIEy (%) Example 2-1 115001 24 3.9 138 234 144 0.052 194 Example 2-2 115002 25 3.8 135 206 127 0.068 130 Comparative C1 40 5.9 100 100 100 0.070 100 Example 2-1 Comparative C2 34 5.7 111 143 111 0.076 102 Example 2-2 Comparative C3 34 5.2 133 294 220 0.179 86 Example 2-3

TABLE 24 Driving Electricity Current Conversion voltage EQE_(max) efficiency efficiency efficiency Sensitizer Dopant (V) (%) (lm/W) (Cd/A) CIEy (Cd/A/y) Example 3-1 DMAC- 115001 6.5 108 112 112 0.173 106 DPS Example 3-2 Ir(cb)₃ 115001 5.9 89 98 98 0.192 84 Comparative Ir(cb)₃ C3 5.8 100 100 100 0.165 100 Example 3-1

Referring to the results of Tables 22 to 24, the organic light-emitting devices of the Examples were found to have high colorimetric purity and/or high efficiency, as compared with the organic light-emitting device of the Comparative Examples. In particular, Comparative Example 1-3 was found to have a relatively great FWHM and a significantly deteriorated conversion efficiency, i.e., efficiency at a desired CIEy, as compared with Examples 1-1 and 1-2. That is, even when 3 ICz(s) are included, a specific geometrical structure needs to be satisfied to provide an organic light-emitting device having high colorimetric purity and/or high efficiency.

In addition, referring to the results of Tables 22 to 24, the heterocyclic compound was found to be applicable to organic light-emitting devices that emit according to various mechanisms. On the other hand, Compounds C1 to C3 did not emit in devices having a similar structure as Example 3-1. Thus, comparative devices that correspond to Example 3-1 were not be manufactured by using Compounds C1 to C3. Likewise, Compounds C1 and C2 did not emit in devices having a similar structure as Example 3-2. Thus, comparative devices that correspond to Example 3-2 were not be manufactured by using Compounds C1 and C2.

As apparent from the foregoing description, an organic light-emitting device including the heterocyclic compound may have improved efficiency and/or colorimetric purity.

It should be understood that embodiments described herein should be considered in a descriptive sense only and not for purposes of limitation. Descriptions of features or aspects within each embodiment should typically be considered as available for other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, it will be understood by those of ordinary skill in the art that various changes in form and details may be made therein without departing from the spirit and scope as defined by the following claims. 

What is claimed is:
 1. A heterocyclic compound represented by one of Formulae 11, 12, and 14 to 17:

wherein, in Formulae 11, 12, and 14 to 17, A₁₁ and A₁₃ are each independently a group represented by Formula 2-1, A₁₂ is a group represented by Formula 2-2, A₁₄ is a group represented by Formula 2-3,

wherein, in Formulae 2-1 to 2-3, X₁₁ to X₁₆, Y₁₁ to Y₁₆, and Z₁₁ to Z₁₆ are each independently a carbon atom, any suitable two adjacent groups of X₁₃ to X₁₆ are respectively *1 and *2 in Formulae 11 and 12 or *5 and *6 in Formulae 14 to 17, any suitable two adjacent groups of Y₁₃ to Y₁₆ are respectively *3 and *4 in Formulae 11 and 12, and any suitable two adjacent groups of Z₁₄ to Z₁₆ are respectively *7 and *8 in Formulae 14 to 17, in Formula 11, ii) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₄, and *4 is Y₁₅, or v) *1 is X₁₄, *2 is X₁₅, *3 is Y₁₄, and *4 is Y₁₅; in Formula 12, i) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₃, and *4 is Y₁₄, ii) *1 is X₁₃, *2 is X₁₄, *3 is Y₁₄, and *4 is Y₁₅, or iv) *1 is X₁₄, *2 is X₁₅, *3 is Y₁₄, and *4 is Y₁₅; in Formula 14, i) *5 is X₁₃, *6 is X₁₄, *7 is Z₁₄, and *8 is Z₁₅, iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅, or iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆; in Formula 15, iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅; in Formula 16, iii) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₄, and *8 is Z₁₅, or iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆; and in Formula 17, iv) *5 is X₁₄, *6 is X₁₅, *7 is Z₁₅, and *8 is Z₁₆, R₁₁ to R₁₉ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF₅, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₇-C₆₀ alkyl aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstituted C₂-C₆₀ alkyl heteroaryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryloxy group, a substituted or unsubstituted C₁-C₆₀ heteroarylthio group, a substituted or unsubstituted monovalent aromatic condensed polycyclic group, a substituted or unsubstituted monovalent aromatic condensed heteropolycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), —N(Q₁)(Q₂), —P(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), —S(═O)₂(Q₁), —P(═O)(Q₁)(Q₂), or —P(═S)(Q₁)(Q₂), b11, b14, and b19 are each independently 0, 1, 2, or 3, b12, b15, and b18 are each independently 0, 1, 2, 3, or 4, b13 and b16 are each independently 0, 1, or 2, and b17 is 0 or 1, wherein Q₁ to Q₃ are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₇-C₆₀ alkyl aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a C₂-C₆₀ alkyl heteroaryl group, a C₁-C₆₀ heteroaryloxy group, a C₁-C₆₀ heteroarylthio group, a monovalent aromatic condensed polycyclic group, a monovalent aromatic condensed heteropolycyclic group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a C₁-C₆₀ alkyl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof, or a C₆-C₆₀ aryl group substituted with at least one deuterium, —F, a cyano group, a C₁-C₆₀ alkyl group, a C₆-C₆₀ aryl group, or any combination thereof.
 2. The heterocyclic compound of claim 1, wherein R₁₁ to R₁₉ are each independently: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, —SF₅, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group; a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkenyl group, a C₁-C₂₀ alkoxy group, or a C₁-C₂₀ alkylthio group, each substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₁₀ alkyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridinyl group, a pyrimidinyl group, or any combination thereof; a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a bnezoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, or an azadibenzothiophenyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a deuterated C₂-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, a norbornanyl group, a norbornenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a (C₁-C₂₀ alkyl)cyclopentyl group, a (C₁-C₂₀ alkyl)cyclohexyl group, a (C₁-C₂₀ alkyl)cycloheptyl group, a (C₁-C₂₀ alkyl)cyclooctyl group, a (C₁-C₂₀ alkyl)adamantanyl group, a (C₁-C₂₀ alkyl)norbornanyl group, a (C₁-C₂₀ alkyl)norbornenyl group, a (C₁-C₂₀ alkyl)cyclopentenyl group, a (C₁-C₂₀ alkyl)cyclohexenyl group, a (C₁-C₂₀ alkyl)cycloheptenyl group, a (C₁-C₂₀ alkyl)bicyclo[1.1.1]pentyl group, a (C₁-C₂₀ alkyl)bicyclo[2.1.1]hexyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.1]heptyl group, a (C₁-C₂₀ alkyl)bicyclo[2.2.2]octyl group, a phenyl group, a (C₁-C₂₀ alkyl)phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthrolinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolyl group, an azadibenzofuranyl group, an azadibenzothiophenyl group, or any combination thereof; or —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂), wherein Q₁ to Q₃ are each independently: deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.
 3. The heterocyclic compound of claim 1, wherein the heterocyclic compound is represented by one of Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4:

wherein, in Formulae 11-2, 11-5, 12-1, 12-2, 12-4, 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4, R_(11a) to R_(11c) are each understood by referring to the description of R₁₁ provided in claim 1, R_(12a) to R_(12d) are each understood by referring to the description of R₁₂ provided in claim 1, R_(13a) and R_(13b) are each understood by referring to the description of R₁₃ provided in claim 1, R_(14a) to R_(14c) are each understood by referring to the description of R₁₄ provided in claim 1, R_(15a) to R_(15d) are each understood by referring to the description of R₁₅ provided in claim 1, R_(16a) and R_(16b) are each understood by referring to the description of R₁₆ provided in claim 1, R_(17a) is understood by referring to the description of R₁₇ provided in claim 1, R_(18a) to R_(18d) are each understood by referring to the description of R₁₈ provided in claim 1, and R_(19a) to R_(19c) are each understood by referring to the description of R₁₉ provided in claim
 1. 4. The heterocyclic compound of claim 3, wherein R_(11a) to R_(11c), R_(12a) to R_(12d), R_(13a) and R_(13b), R_(14a) to R_(14c), R_(15a) to R_(15d), R_(16a) and R_(16b), R_(17a), R_(18a) to R_(18d), and R_(19a) to R_(19c) are each independently hydrogen, deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-359 to 10-380, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂), wherein Q₁ to Q₃ are each independently: deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.


5. The heterocyclic compound of claim 4, wherein at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) in Formulae 11-2 and 11-5, at least one of R_(11b), R_(12c), R_(14b), R_(18c), and R_(19b) in Formulae 12-1, 12-2, and 12-4, and at least one of R_(11b), R_(12c), R_(15c), R_(18b), and R_(19b) in Formulae 14-1, 14-3, 14-4, 15-3, 16-3, 16-4, and 17-4 is —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-359 to 10-380, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂), wherein Q₁ to Q₃ are each independently: deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.
 6. The heterocyclic compound of claim 5, wherein the remaining substituents are each hydrogen.
 7. The heterocyclic compound of claim 1, wherein the heterocyclic compound is represented by Formula 11-5:

wherein, in Formula 11-5, R_(11a) to R_(11c) are each understood by referring to the description of R₁₁ provided in claim 1, R_(12a) to R_(12d) are each understood by referring to the description of R₁₂ provided in claim 1, R_(13a) and R_(13b) are each understood by referring to the description of R₁₃ provided in claim 1, R_(14a) to R_(14c) are each understood by referring to the description of R₁₄ provided in claim 1, R_(15a) to R_(15d) are each understood by referring to the description of R₁₅ provided in claim 1, R_(16a) and R_(16b) are each understood by referring to the description of R₁₆ provided in claim 1, R_(17a) is understood by referring to the description of R₁₇ provided in claim 1, R_(18a) to R_(18d) are each understood by referring to the description of R₁₈ provided in claim 1, and R_(19a) to R_(19c) are each understood by referring to the description of R₁₉ provided in claim
 1. 8. The heterocyclic compound of claim 7, wherein at least one of R_(11b), R_(12c), R_(14b), R_(18b), and R_(19b) is —CH₃, —CD₃, —CD₂H, —CDH₂, —CF₃, —CF₂H, —CFH₂, a group represented by one of Formulae 9-1 to 9-39, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 9-1 to 9-39 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-1 to 10-130, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-1 to 10-130 in which at least one hydrogen is substituted with —F, a group represented by one of Formulae 10-359 to 10-380, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with deuterium, a group represented by one of Formulae 10-359 to 10-380 in which at least one hydrogen is substituted with —F, —Si(Q₁)(Q₂)(Q₃), —Ge(Q₁)(Q₂)(Q₃), —C(Q₁)(Q₂)(Q₃), —B(Q₁)(Q₂), or —N(Q₁)(Q₂), wherein Q₁ to Q₃ are each independently: deuterium, —F, —CH₃, —CD₃, —CD₂H, —CDH₂, —CH₂CH₃, —CH₂CD₃, —CH₂CD₂H, —CH₂CDH₂, —CHDCH₃, —CHDCD₂H, —CHDCDH₂, —CHDCD₃, —CD₂CD₃, —CD₂CD₂H, —CD₂CDH₂, —CF₃, —CF₂H, —CFH₂, —CH₂CF₃, —CH₂CF₂H, —CH₂CFH₂, —CHFCH₃, —CHFCF₂H, —CHFCFH₂, —CHFCF₃, —CF₂CF₃, —CF₂CF₂H, or —CF₂CFH₂; or an n-propyl group, an iso-propyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, a phenyl group, a biphenyl group, or a naphthyl group, each unsubstituted or substituted with deuterium, —F, a C₁-C₁₀ alkyl group, a phenyl group, or any combination thereof.


9. The heterocyclic compound of claim 8, wherein the remaining substituents are each hydrogen.
 10. The heterocyclic compound of claim 1, wherein the heterocyclic compound satisfies Conditions 1 to 4: ΔE _(ST) >ΔE _(ST2) +ΔE′ _(TT)   Condition 1 0 eV<ΔE _(ST2) +ΔE′ _(TT)≤1.0 eV   Condition 2 0 eV<ΔE′_(TT)≤0.30 eV   Condition 3 ΔE_(ST2)>0 eV   Condition 4 wherein, in Conditions 1 to 4, ΔE_(ST) indicates a difference between a lowest excited singlet energy level calculated in an S₁ equilibrium structure of the heterocyclic compound and a lowest excited triplet energy level calculated in a T₁ equilibrium structure of the heterocyclic compound, ΔE_(ST2) indicates a difference between a lowest excited singlet energy level calculated in an S₁ equilibrium structure of the heterocyclic compound and a second lowest excited triplet energy level calculated in a T₂ equilibrium structure of the heterocyclic compound, and ΔE′_(TT) indicates a difference between a second lowest excited triplet energy level calculated in an T₂ equilibrium structure of the heterocyclic compound and a lowest excited triplet energy level calculated in a T₂ equilibrium structure of the heterocyclic compound.
 11. An organic light-emitting device comprising: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and comprising an emission layer, wherein the organic layer comprises the heterocyclic compound of claim
 1. 12. The organic light-emitting device of claim 11, wherein the emission layer comprises the heterocyclic compound.
 13. The organic light-emitting device of claim 12, wherein the emission layer comprises a host and an emitter, the host is different from the emitter, and the emitter comprises the heterocyclic compound.
 14. The organic light-emitting device of claim 13, wherein the emission layer emits blue light.
 15. The organic light-emitting device of claim 13, wherein the emitter is a fluorescence emitter and/or a delayed fluorescence emitter.
 16. The organic light-emitting device of claim 12, wherein the emission layer comprises a host, an emitter, and a sensitizer, the host, the emitter, and the sensitizer are different from one other, and the emitter comprises the heterocyclic compound.
 17. The organic light-emitting device of claim 16, wherein the emission layer emits blue light.
 18. The organic light-emitting device of claim 16, wherein the emitter is a fluorescence emitter and/or a delayed fluorescence emitter.
 19. The organic light-emitting device of claim 16, wherein the heterocyclic compound satisfy Condition 5: 0 μs<T _(decay)(HC)<5 μs   Condition 5 wherein, in Condition 5, T_(decay)(HC) indicates a decay time of the heterocyclic compound.
 20. An electronic apparatus comprising the organic light-emitting device of claim
 11. 